Real Personal Finance

Scott

What Should You Do If You Make Too Much To Contribute To a Roth IRA? Feb 15, 2023

Scott and James discuss what to do if you make too much to contribute to a Roth IRA.

Listener Question:

I am currently 33 years old, single, and am nearing a $129,000 annual salary. I have been investing in a Roth IRA and realize the phaseout limits for single taxpayers are from $129k - $144k. My question is, how do I lower my income, besides contributing to my traditional 401k, so I can keep contributing the max $6000/year into my Roth IRA as my income rises over the years?

Planning Points Discussed:

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

2:30 - Introduction

6:17 - Phaseouts
8:13 - Roth IRAs

11:05 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

The Truth About an MBA - Is It Worth It? Feb 08, 2023

Scott and James discuss whether or not an MBA is worth it.

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

2:30 - Listener Quesiton

5:30 - Why MBA?

7:46 - Pros/Cons of MBAs

8:30 - Debt v. Investing

16:05 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

How Are Different Types of Investment Withdrawals Taxed? Feb 01, 2023

Scott and James discuss the tax implications of withdrawing income from various accounts in retirement.

Listener Question:

Can you talk about how some of the main retirement accounts are taxed upon withdrawal?
Example topic: Are withdrawals just subject to Federal taxes, or FICA taxes as well? And how / if withdrawing from retirement accounts affects eligibility / taxes you have to pay on social security?

Can you talk about how after tax brokerage accounts are taxed both while investing and when you start to withdraw? And what withdrawals from that look like when you are retired (whether or not you are at ‘retirement age’ or not).

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

2:30 - Introduction

6:17 - Accounts Aren't Equal

11:15 - Tax Overview

14:46 - Maximizing Your Finances

16:05 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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How Can I Reduce Costs Inside Of My Company's 401(k)? Jan 25, 2023

Scott and James discuss how to reduce costs inside of your company's 401(k).
Join the Real Personal Finance Community and click on "The Nation"

Listener Question:

What is a good expense ratio for a retirement account? Is this something you can control with an employer sponsored plan? I want to make sure my money is working for me and I am maximizing my returns

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

6:17 - Expense Overview

11:15 - Planning Options

14:46 - Individual Choices

16:55 - Business Size

21:05 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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How Should Real Estate Factor In My Retirement Plan? Jan 18, 2023

Scott and James discuss how real estate should factor into your retirement plan.
Join the Real Personal Finance Community and click on "The Nation"

Listener Question:

Me and my wife enjoy doing live and flip rentals and are planning on the cash flow to be part of our retirement funds. We are planning to move in a year and would like to pick up a third house to add to our portfolio when we do. How would you run the numbers to see if this is a safe investment for us. Ensure we are not taking on too much risk to expand.

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

6:17 - Rental Overview

11:15 - Understanding Real Estate

14:46 - Income Understanding

16:46 - Customization is Key

19:00 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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How to Best Diversify a Concentrated Stock Holding Jan 11, 2023

Scott and James discuss how to best diversify a concentrated stock holding.
Join the Real Personal Finance Community and click on "The Nation"

We're on YouTube here!
Listener Question:

How do I exit a concentrated stock position?
I’m an employee at a large tech company and I’ve vested RSUs over the last 4 years. Some of my stock has appreciated 4x since I was granted it. My non-company stock brokerage account value is around $700k, and on top of that my vested company stock (APPL) is worth $250k at the moment. I expect to continue to accumulate more company stock through ESPP and RSU grants over time. My current gross income is around $325k ($200k salary + $125k annual RSU stock grants). I would like to take action to diversify this position into other equities (equity index funds). The reason I would like to diversify is to reduce my portfolio risk. Having just seen some other companies like Meta take a 70% stock hit, it feels like a responsible action to take. As I’ve heard in your podcast, I should not have too much of my net worth in one stock, and the only free lunch is diversification. I can sell all $250,000 vested shares tomorrow, but then I believe I would get hit with a large tax bill for all of the gains, which seems like it could be a burden. I am thinking I could start by selling the shares that I’ve held for over a year to make sure to get the long-term gains tax rate instead of the short term tax rate. And then next year, I could sell the stock I got this year, etc. I am thinking of starting a DAF in the next couple years and gifting $10k of appreciated stock to charity (apple does 2:1 promotions where they match up to $10k, meaning I could initiate the DAF with $30k), but the rest I would like to re-invest in a more diverse way to meet my short and long-term financial goals.

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

5:58 - Tax Consequences

9:16 - Stock Vesting

13:45 - Minimize Your Taxes

16:56 - Best Stocks

25:30 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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5 Steps to Get Your Finances Right in the New Year Jan 04, 2023

Scott and James discuss how 5 things to start the new year right with your finances.
Join the Real Personal Finance Community and click on "The Nation"

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

6:17 - Financial Goals

11:15 - Priorities in Money

24:46 - Individual Choices

30:46 - Customization is Key

33:00 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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How Should You Choose Survivor Benefits Options For Your Pension? Dec 28, 2022

Scott and James discuss how you should choose your survivor benefits options for your pension.
Join the Real Personal Finance Community and click on "The Nation"

Listener Question:

I'm not sure if this can be a whole show but I was wondering if you guys can go over how to think about choosing between the Survivor Benefit Plan (SBP) and whole or term insurance. I'm in the military and will be retiring soon. I work with a lot of members that are retiring and this choice seems like a coin flip or they simple go off of what someone else did. I know this decision is different for everyone so I was hoping you guys could go over a framework of how to compare the two. I would love to be able to point people to a podcast that walks them through the process of comparing the two.

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

6:17 - Pension Overview

11:15 - Understanding Your Options

14:46 - Individual Choices

16:46 - Customization is Key

19:00 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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Misleading Financial Rules That You Should Avoid Dec 21, 2022

Scott and James discuss misleading financial rules to avoid.
Join the Real Personal Finance Community and click on "The Nation"

Listener Question:

How do you both think about the common wisdom that you should have a certain multiple of your income saved by a specific age (e.g. save at least 1x your salary by 30, 3x by 40, 6x by 50, 8x by 60, and 10x by 67)?
I am in a situation where my income has tripled between ages 30 and 35. As an example, let's say I had 100K saved at age 30 (1x my salary), but I'm 35 and my salary is now 300K. I don't have 900K saved in retirement, in fact, it's about half that. Am I in trouble?

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

6:17 - How Much Do I Need To Save?

8:52 - How Much Money Do I Need?

12:54 - Portfolio Changes

14:45 - Income Diversification

18:21 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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[BIG ANNOUNCEMENT!] How to Find the Right Solution For Your Financial Needs Dec 14, 2022

Scott and James discuss annuities and announce Real Personal Finance NATION!
Join the Real Personal Finance Community and click on "The Nation"

Listener Question:

I've met with multiple financial advisors and all of them have 2 things in common.
1. They all say they are Fiduciary.
2. They all try and pitch me on various types of annuities to supplement or augment my portfolio.
Can you please address annuities on a show? Everything I have read online says to stay away from annuities (all types), and I am losing trust for the financial advisor industry. Are there cases where an annuity is a good move?
P.S. I asked the last guy your recommended set of questions from a previous show. He was impressed with the question I asked, "How else are you paid?" And did say insurance commissions, but also said nobody asked him that.

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

6:17 - Annuity Overview

14:15 - Exchanging Annuities

23:46 - Financial Advisors

29:15 - Advisor Resources
35:10 - Real Personal Finance NATION!

39:30 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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What's the Best Way for a Career Changer to Get Into the Financial Planning Industry? Dec 07, 2022

Scott and James discuss the best way to enter the financial planning industry as a career changer.
Wilson Liu Financial Resources

Listener Question:

I really enjoy your podcast. I've had a 10-year career in nonprofit development, but I've had a passion for investing and personal finance since I was a little kid. I'm trying to pivot into wealth management. I know in a recent episode you addressed the path into the industry for someone coming out of college. I'd love to hear if you have any insight for someone making a pivot mid-career. Maybe the pathway is the same, but it would be great to hear what you think.

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

6:17 - Financial Resources

10:15 - Understanding Your Options

12:46 - Career Change Sample
15:55 - Characteristics Scott/James Look For

23:00 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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How Do You Know When You're on Track to be Financially Free? Nov 30, 2022

Scott and James discuss how you can know when you're financially free.

Listener Question:

If you think we can step away from work when I hit "my number" whether it be at age 49 or 54 - knowing that I would only pull approx 3% from my brokerage until I reach 59.5. My goal would be to leave FT work at age 50, and have my wife and I only work PT or consulting to cover expenses and carry healthcare - w/o withdrawing from the portfolio until we hit our number (BTW we think total number is about 3.5M).
We're both 40
We have about 900,000 in liquid assets (not including our home equity). Of that total amount, about 500k in roth, 250k in traditional ira, 130k brokerage and 20k hsa. 90/10 portfolio of just a few diversified vanguard ETFs
combined income of 300k
spend about 85k today
after tax, we save/invest about 60% and if you add employer match in total it's about 115k a year towards investments
mortgage will be paid off by 50 and kids will be in college
we'd like to forecast spending about 90-95k in todays dollars in retirement
So, in about 10 years, will we reach enough to execute our plan of having options? And how large should our brokerage account be to cover our plan of spending our 50s doing some PT work to cover expenses and then withdrawing in our mid-50s?

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

6:17 - Listener Question

10:30 - Truth of Investing

13:16 - Financial Freedom

18:20 - Tax Planning

20:53 - Risk Management

23:00 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

Submit Your Question For The Show Here!

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How do Individual Stocks Compare to Investing in Funds? Nov 23, 2022

Scott and James discuss the most how individual stocks compare to investing in funds.

Listener Question:

I listen to your podcast and it has inspired me to invest however, I have invested into individual stocks and it has lost around 50% of its value so I invested money into VOO because I thought it was safer and I continue to invest $55 every two weeks im 18 and this is what I can comfortably afford how do I build my wealth for the long term should I continue to invest in the S and P or is there another thing you recommend?

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

6:17 - Individual Stocks

10:30 - Truth of Money

13:16 - Funds Overview

18:20 - Financial Planning

20:53 - Stock Investing

26:49 - Growth Mindset

33:00 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

Submit Your Question For The Show Here!

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What's the Most Effective Way to Incorporate Giving Into Your Financial Plan? Nov 16, 2022

Scott and James discuss the most effective way to incorporate giving into your financial plan.

Listener Question:

Am I on track to retire at 52? Am I over-investing in retirement at the expense of more freedom now? How would you recommend incorporating pension plans into overall retirement planning (ideal year:pension percentage break-even point?)?

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

6:17 - Redefining Giving

10:30 - Truth of Money

13:16 - 503(c) organizations

18:20 - Tax Planning

20:53 - Life Insurance

22:49 - Business Assets

26:00 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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Does it Ever Make Sense to Purchase a Home with All Cash Down? Nov 09, 2022

Scott and James discuss if you should ever purchase your home fully in cash.

Listener Question:

I’m 27 and my goal is to have a paid for house by the time I'm 45. In the next 18 years, if I save and invest aggressively will I have potentially have enough to pay in cash or is it better to get the mortgage when I'm able to and pay the interest because house prices will go up more than what I could earn in interest in the stock market? To me, it seems that any appreciation the house might gain will be lost in the interest I'm paying to the bank for the mortgage. I don't want to pay interest and since I can't even get a loan for enough to buy a house in my area I'm wondering if it's not a better idea to save in an investment account and once the account reaches the right number, use that money to buy the house without a mortgage.

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

5:02 - Assumptions

10:30 - Understanding Interest

14:14 - Personal Finance is Personal

18:20 - Subjective & Objective Personal Finance

23:00 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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How Does A Pension Fit In Your Overall Retirement Plan? Nov 02, 2022

Scott and James discuss how a pension fits into your overall retirement plan.

Listener Question:

Am I on track to retire at 52? Am I over-investing in retirement at the expense of more freedom now? How would you recommend incorporating pension plans into overall retirement planning (ideal year:pension percentage break-even point?)?

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

5:02 - Assumptions

10:30 - Retirement Planning

14:14 - Pension Considerations

18:20 - Subjective & Objective Personal Finance

20:53 - Life Insurance

22:11 - Optimizing Finances

23:00 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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175 - 5 Employee Benefits To Get Right During Annual Enrollment Oct 27, 2022

Scott and James discuss the 5 employee benefits to get right during annual enrollment!

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

4:25 - Retirement Contributions

10:59 - Credit Card Interest Rates

16:26 - Healthcare Considerations

23:05 - Life Insurance Coverage

29:12 - Savings Rates

33:39 - Deferred Compensation

36:00 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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174 - Is Roth or Traditional Better for FIRE? Oct 19, 2022

Scott and James discuss if Roth or Traditional is better for FIRE (Financial Independence, Retire Early).

Listener Question:

I’m wondering if I should change my 401k strategy from traditional to roth? I’m a 35 year old high earner making around $175k a year plus bonus. I’m currently maxing my traditional 401k plus a 5% match from my employer. I need to work another 7 year to hit my FI number ($2.5M) and I have $160k in my traditional 401k right now. When I run the numbers on compounding interest, I show that I’ll have somewhere between and $1.2M - $2M in traditional when I hit 59 1/2 if I just continue getting my match (no more personal contributions). I feel like if I continue to contribute to traditional 401k, I will have a huge tax bill when I hit 59 1/2 and I'm worried about RMDs. What should I do? Do I continue to take the tax deduction now since I’m a high earner or transition to roth to create more tax diversification? On a side note, I’m already performing a roth ira conversion each year ($6k), maxing my HSA ($7.3k), and contributing to a brokerage account monthly ($1.5k).

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

4:35 - Listener Question Summary

8:37 - Tax Basics

13:47 - 401(k) Maximum

18:20 - Optimize Income & Savings

21:57 - Savings Rates

24:22 - Personal Capital

26:00 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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173 - Should I Dip into My Retirement Accounts to Purchase a Home? Oct 12, 2022

Scott and James discuss if you should dip into your retirement accounts to purchase a home.

Listener Question:

Should I max out all of our retirement accounts and consider taking a loan against my 457b or take out contributions from my Roth IRA in order to make a sizeable down payment for this second home in the future? Or should I allocate a portion of that savings money into a brokerage account instead for 10 years to save for this down payment? I am leaning toward taking a loan/Roth contribution instead of brokerage due to 1) tax benefits 2) simplicity and 3) because I view it as essentially "diversifying" my retirement by putting that money toward a lakehouse.

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

4:15 - Listener Summary

6:35 - Insurance Needs

10:32 - Different Goals & Priorities

14:30 - When To Make a Purchase

17:19 - Property Growth

20:35 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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172 - What Should I Do When I I Receive a Significant Bump in Income? Oct 05, 2022

Scott and James discuss what to do when you receive a significant bump in income.

Listener Question:

I would like to do the more in-depth analysis you mentioned on today’s podcast if you are willing. We hope to retire in the next 5 years, at age 55/56. I am eligible to begin receiving a pension after this year, but plan to "double-dip" for the next 4-5. I have questions about 403(b) and 457 accounts, rollovers, and distributions.

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

4:15 - Income Basics

10:02 - Income Raises & Planning Changes

17:38 - How Much To Save For Different Goals

20:32 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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171 - Should I Save My Money For The Future Or Spend it Today? Sep 28, 2022

Scott and James discuss if you should save your money for the future or spend it today.

Listener Question:

I am 40 years old and want to know how I am doing. I have been through a divorce and a major job change and have been saving as much as possible, but it seems like I may have gotten to a place where I may be able to save less aggressively. I would really love to be able to retire comfortably at 60 but also live my best life now without over-saving and missing out on today. I have an old 401k, current 401k, Roth IRA, HSA and brokerage account. I know my numbers very well: budget/spending, savings/savings rate, net worth, etc.

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

4:15 - Summary of Goals

10:02 - Comprehensive Financial Planning

17:38 - How Much To Save/Spend Today?

22:32 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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170 - Where Should I Invest My Excess Income? Sep 21, 2022

Scott and James discuss where to invest excess income.

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

4:19 - Anonymous Example

10:02 - Cash Flow

17:38 - Roth Contributions

22:41 - Risk Tolerance & Income Needs

25:37 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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169 - [New Format!] Are Your Investments Too Concentrated? Sep 14, 2022

Scott and James discuss if your investments are too concentrated.

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

5:03 - Individual Context

7:32 - Budgeting

13:45 - Importance of Tracking Efficiently

19:32 - Index Fund Advantages

25:11 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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168 - How to Understand the Stock Market Sep 07, 2022

Scott and James discuss how to understand the stock market.

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

6:31 - What is the "market"?

10:28 - Investing in the "winners"

18:09 - What % Are The Major Companies?

23:11 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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167 - What Insurances Do I Need? Aug 31, 2022

Scott and James discuss what insurances you need (and don't need).

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

2:30 - Insurance

7:01 - Proper Protection

10:41 - What Insurances To Avoid?

17:36 - Long-Term Care Needs

16:57 - Debt & Real Estate

25:31 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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166 - How Does This Market Impact How We Pull Funds from 529 Plans? Aug 24, 2022

Scott and James discuss how this market impacts how we pull funds from 529 plans.

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

5:49 - Stocks & Bonds Correlation

9:58 - Cash Flow & Risk Level

14:49 - What Is A Good Rate?

18:50 - Additional Expenses

16:57 - Debt & Real Estate

21:27 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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165 - How to Invest in Stocks For Beginners Aug 17, 2022

Scott and James discuss how to invest in stocks for beginners.

Listener Question

Sometimes I can tend to pull the trigger on things before doing enough due diligence. If I make a stock purchase and later am not sure it was the best decision, how long should I wait before selling the shares and moving on from that company.I'm not talking about buying a company and then a week later the stock price dips a little bit and that being reason to dump shares but more fundamentally if I no longer believe that a company is worth the investment how long after that point should I wait before selling the shares?

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

3:00 - Not Longer Just "It Depends"

6:26 - Fundamentals

7:48 - Appreciation v. Dividend

14:34 - Types of Investments

20:12 - JP Morgan Study

26:35 - When To Sell/Buy

27:10 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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164 - How To Understand Your Cash Flow Aug 10, 2022

Scott and James discuss how to understand your cash flow.

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

4:16 - Income

6:26 - Fundamentals

10:46 - Spending Isn't Negative

14:27 - Rules of Thumb

16:57 - Debt & Real Estate

21:12 - Tax Rates

25:45 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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163 - Pros & Cons of Using Dividend Investing to Create Passive Income Aug 03, 2022

Scott and James discuss the pros and cons of using dividend investing to create passive income.

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Listener Question:

What is your stance on dividend investing, with the goal of reaching a point where one can live off of "passive" income from dividend ETFs? I have been reading a lot on the dividend subreddit where people are sharing their spreadsheets and screenshots of investments, and it seems like a very compelling strategy. What are the pros and cons of investing heavily in dividend ETFs with the hope of building a passive income stream?

Timestamps:

4:16 - Dividend Yield

7:27 - The Feeling Behind Dividends

10:19 - Dividends During Recessions

14:27 - Don't Just Focus On Dividends

18:52 - Total Return

21:12 - Dividend v. Capital Appreciation

LET'S CONNECT!

James

Scott

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162 - How To Understand Your Balance Sheet Jul 27, 2022

Scott and James discuss how to understand your balance sheet.

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

6:17 - Having Multiple Accounts For Organization

10:08 - Goal-Based Investing Accounts

15:33 - Debt

20:25 - Net Worth Allocation

24:29 - Restrucutre Debt

26:48 - Aligning Your Financial Goals With Your Life

LET'S CONNECT!

James

Scott

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161 - How to Invest During a Bear Market Jul 20, 2022

Scott and James discuss how to invest during a bear market.

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

3:27 - What To Do As Investors Now

6:52 - Prices Are Reflected Today

11:03 - Averages Are In Your Favor

14:27 - Recovery Statistics

17:06 - Relatively "Normal"

17:44 - Aligning Your Financial Goals With Your Life

LET'S CONNECT!

James

Scott

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160 - How to Retire Early Jul 13, 2022

Scott and James discuss how to retire early.

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

2:05 - FIRE Movement

5:05 - Non-Traditional Retirement

7:25 - Social Security

10:09 - Additional Considerations

11:25 - Military Considerations

13:40 - Gap Fund

15:50 - What Will You Really Enjoy?

17:44 - Aligning Your Financial Goals With Your Life

LET'S CONNECT!

James

Scott

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159 - How Much Company Stock Ownership Is Too Much? Jul 06, 2022

Scott and James discuss how much company stock ownership is too much.

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Listener Question:

I'm a manager at a blue chip company and they offer up to 20% of their stock in your 401K.
Right now I have 8% of my 401K invested in company stock with the rest in target date funds. I'm wondering your thoughts on if 8% is too much or too little. I have another IRA with good mutual funds and a personal brokerage account where I pick my own stocks. Just wanted to add that in so you didn't think that this 401K is my only savings for retirement.

Timestamps:

4:28 - Rules of Thumb

9:32 - Casting A Wide Net

13:47 - Risk v. Return

17:12 - Company Stock Summary

18:44 - Aligning Your Financial Goals With Your Life

LET'S CONNECT!

James

Scott

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158 - Where To Invest Cash Earmarked for a Down Payment? Jun 29, 2022

Scott and James discuss where to invest cash earmarked for a down payment.

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Listener Question:

My wife and I have money (in cash, ~ $150k) earmarked for a down payment on a home. There is no real urgency to buy a home other than setting down roots as our family grows as our current rental meets our needs. However, with the housing market still red hot and interest rates increasing; we're contemplating waiting until the housing market/inflation rates cool a little bit. If we decide to wait, say 1-2 years, is there something we can do with the $150k to better work for us other than have it sit in cash? Conversely, if we plan to stay in the new home we purchase for 10+ years, does the higher house cost/higher inflation rates really matter if we have the money set aside right now? I guess some of this boils down to the old "rent vs. own". (additional context - we have a separate emergency fund established, we both max out our 401ks and invest monthly in an index fund brokerage account and 529 plan)

Timestamps:

3:00 - Where To Put Cash

5:36 - Mortgage Rates

9:45 - Return On Hassle

12:47 - Volatility

15:19 - Overview Of What's In Your Control

17:05 - Alignment In Your Financial Goals

LET'S CONNECT!

James

Scott

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157 - How to Best Mitigate Risk in Your Investment Strategy Jun 22, 2022

Scott and James discuss how to best mitigate risk in your investment strategy.

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Listener Question:

I'm really enjoying your podcast and generally agree with your advice. I'm 37 and a personal investor who is focused on long term investments for retirement. I have generally leveraged a higher risk strategy based on my age with index funds. My question is about the make up of the S&P 500 and specifically I’m concerned that the majority of the top stocks a large tech firms. It seems possible that we have seen the peek of these firms similar to the dot com bubble, so I’m rethinking continuing to invest due to this risk of collapse. Can you help me understand how to manage that risk?

Timestamps:

3:27 - What Is An Index?

7:05 - Why We Invest

11:22- Importance of Diversification

14:15 - How Do You Enjoy Investing?

16:59 - Market Capitalization

19:25 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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156 - Benefits of Health Savings Accounts and How to Maximize Their Impact Jun 15, 2022

Scott and James discuss the benefits of Health Savings Accounts and how to maximize their impact.

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Listener Question:

My question is around HSA's. Am I really missing out by not investing in this? I understand the power of tax advantage accounts, but to me having all that money that can only be used for specific things feels very limiting. Plus all the extra work of needing to track these expenses, etc.
Is that trade off really worth it, or am I fine if I'm maxing out IRA's (no 401k atm) and adding to taxable accounts.

Timestamps:

2:26- HSA Overview

5:16 - Tax Benefits

9:36 - HSA or FSA

12:54 - Expense Tracking

15:54- Required Distributions

18:30 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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155 - Should I Use an Adjustable Rate Mortgage (ARM) Jun 08, 2022

Scott and James discuss if you should use an adjustable rate mortgage (ARM)?

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

1:10 - Mortgage Rate Options

4:17 - Mortgage Risk

6:38 - Payment Differences

10:27 - Additional Options

11:23 - Don't Push Debt Forward

13:45 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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154 - How Can I Reduce Taxes on Side Hustle Income? Jun 01, 2022

Scott and James discuss how you can reduce taxes on side hustle income.

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

1:10 - Listener Question

3:25 - Taxes

5:50 - Retirement Contributions

7:43 - Retirement Contribution Maximums

9:14 - Solo 401(k) v. SEP IRA

11:35 - Can My Spouse Contribute?

14:27 - Target Income & Timeframe

16:11 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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153 - What Planning Points Should You Consider During a Recession? May 25, 2022

Scott and James discuss what planning points to consider during a recession.

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

1:10 - What Can We Control

3:25 - Cash Flow

8:12 - Unemployment

10:13 - How To Withdraw in Retirement

14:42 - Roth Conversion

16:51 - Loss Carryover

19:33 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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152 - How to Invest In Down Markets May 18, 2022

Scott and James discuss how to invest in down markets. Listener Question

With the markets increased volatiltiy in the past few weeks, we wanted to address how you can be investing amidst current market conditions. Thank you for submitting your questions and please continue to do so and we'll look to answer them in a future episode.

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

2:30 - Inflation

6:10 - Headlines

11:42 - The Best Days

15:05 - Having a Plan

18:20 - Rebalancing

20:31 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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151 - How to Account For Matching Contributions in Retirement Saving Rates May 11, 2022

Scott and James discuss how to account for matching contributions in retirement savings rates.

Listener Question

Wanted to find what both of yours opinions are on savings rate as it relates to employer match. I am currently saving 25% of my gross income between maxing out 401k, IRA and the rest to a brokerage, I bonds and ESPP. My employer matches 15% NEC on 100% income. I have a mandatory retirement age from this career (commercial aviation) If I fall short on my 25% personal savings rate in a given year, when is it appropriate to count the 15% from the company? Or is it always counted and I’m saving 40% between the two?

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

2:30 - Employer Matching

4:55 - Dollars Are Dollars

7:21 - Overfunding

9:12 - Lifestyle Goals

10:47 - Healthy Savings

11:47 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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150 - How to Give More Effectively Using Donor Advised Funds May 04, 2022

Scott and James discuss how to give more effectively using Donor-Advised Funds.

Listener Question

Hello! I love the show. I think I’ve had a chance listened to over 100 episodes. Have y’all considered an episode on giving? I recently started use using a donor advised fund, giving away some highly appreciated assets instead of cash. Are there any more strategies that I can use to be generous? Anything out of the box?

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

3:34 - Charitable Giving

5:38- Deductions

8:09 - Effective Giving

15:38 - Utilize Tax Benefits

20:35 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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149 - How to Find a Financial Professional That's Right For You Apr 27, 2022

Scott and James discuss how to find a financial professional that's right for you.

Listener Question

My husband and I are both high earners. He owns his own business and I am employed full time in the health tech sector. We are in a great position where we are debt free, own our home and a rental property and have close to a million in investments. We manage our finances and taxes on our own today but are getting to the point where we'd like some advice around how to make the most of our assets, particularly from a tax perspective, as we continue to earn. We're 35 and 40 years old and have one child. We've been burned by tax accountants in the past who charge a ton but provide very little that we didn't already know. We find there are lots of resources for those starting out and many for those in the 5+ million range, but very little out there for where we are. Do you have any advice on how to find a professional who would be able to help us for a reasonable fee? I'd love to find someone we can create a relationship with who will grow with us. Thanks!

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

3:54 - Retirement Goals

9:05 - Do You Need An Accountant?

11:46 - Importance of Your Situation

15:07 - Quality of Life

18:33 - Who's the Best Fit?

20:35 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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148 - Annuity vs Lump Sum - Which Pension Option Should I Select? Apr 20, 2022

Scott and James discuss which pension option they should select, annuity or lump sum?

Listener Question

Hey guys! Thank you so much for the amazing podcast! I have a pension question. I am a teacher, and I am eligible to retire and begin taking my pension payments in July 2023. I have heard some people say to take the lump sum distribution, and create your own pension/annuity, but the math doesn't seem to work out right for me. I will be 51 at that point, and likely moving to a different profession with an income to add to the pension payouts. The amount that I would receive as a lump sum would be approximately $210,000. That represents all of my contributions over the 28 years I have been teaching plus 4% interest per year. It does not include the contributions from my employer, as I am not entitled to take them if I elect for the lump sum. The pension option that I would choose is the reduced amount that would continue for my wife after my death. It is $3408 monthly, which comes to nearly $41,000 per year. There is no way that I could expect to earn that much on the lump sum of $210,000 to make that a logical choice, is there? Am I doing something wrong on the math?

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

3:54 - Pension Overview

6:37 - How to Determine the Best Choice

9:35 - Inflation Protection

11:46 - Importance of Your Situation

13:51 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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147 - How to Best Track Investment Returns Apr 13, 2022

Scott and James discuss how to best track investment returns.

Listener Question

Does it make sense to track my investments in my 401K and Roth IRA purely off of the projected rate of return that people suggest (typically between 7-10%) or should I track my investments based on the inflation-adjusted return rate? I am asking this as a 23 year old, who sees a million dollars as a very attainable goal with a Roth and/or 401K but when you factor in inflation each year at say 3% that million dollars seems more challenging to accomplish.

Should I track my portfolio values off of this “standard” 7-10% growth rate or should I take a more conservative approach and track them off of a (4-7%) growth rate so that I can have a better understanding of what I am on track for?

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

3:54 - Nominal v. Real Returns

6:37 - Investment Growth Example

9:35 - Inflation Protection

11:46 - Importance of Real Return

13:51 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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146 - How to Forecast and Save for College Expenses Apr 06, 2022

Scott and James discuss how to forecast and save for college.

Listener Question

My wife and I are 33 and have two children, ages 1 and 3. We'd like to save enough to pay for their college costs but we're not sure how to forecast what the cost of their college will actually be. College costs can vary widely, and have historically grown at different rates at different times. We're also not sure what type of college they will choose, or how much scholarship they might receive. Ideally we would save as tax-efficiently as possible (such as through a 529), but we're concerned about saving too much in a 529 in case they choose a less-expensive school, or get significant scholarship, etc. We're currently saving some in a 529 (to get our state tax deduction) and some in a regular taxable brokerage, which could either cover college costs or be used for other purposes down the road. But we're not sure how much in total to save since we're unsure what college will actually cost in 20 or so years. Can you help us with how to best plan for our children's college expenses?

Planning Points Discussed

Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

3:54 - College Planning Overview

6:49 - Public College Planning

9:16 - How To Be On Track To Fund College

12:20 - Tax Benefits (state specific)

15:20 - Growth Example

18:31 - Funding Options

23:21 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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145 - Should I Ever Borrow Money to Invest? Mar 30, 2022

Scott and James discuss if you should borrow money to invest.

Listener Question

Currently have a 401k company match up to 7%. They also allow us to borrow against our 401k up to $50,000. Also have a Roth IRA but not able to make the max contribution. 401k loan is a 5% note on a 60 month term (only option) but maxes out at $50k and can have multiple loans against the 401k (only pay off early option is to pay note in full). Knowing the risks of losing the job or leaving, we have a HELOC to bail us out in a pinch. Realizing we lose the compounding interest on the loan amount but taking that loan and putting it towards to Roth would offset that lost gain and help with my tax advantages when the withdrawal party starts all the while my interest payments are going back into the 401k. My thoughts are to take out a loan each year to apply towards the Roth until I either max out the loan amount or I can make the full contribution amount again. Am I crazy to think this is a good idea?

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

3:54 - Cash Flow

6:49 - HELOC Example

9:16 - RMDs (Required Minimum Distributions)

11:47 - Gross Income v. Net Income

14:18 - Retirement Savings

16:35 - Tax Optimization

19:05 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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144 - Pros & Cons of Different Savings Accounts Mar 23, 2022

Scott and James discuss the pros & cons of different savings accounts.

Listener Question

I'm hoping you could walk through the pros and cons of different higher-yield savings vehicles: high-yield savings accounts, money markets, and CDs. Especially how the planned federal interest rates raises may affect those.

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

3:57 - Bank Lending

7:23 - Bank Differences

10:33 - Savings Rates

13:30 - How Banks Make Money

15:18 - Interest Rates

17:29 - High Yield Savings Accounts

LET'S CONNECT!

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Scott

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143 - How Much Do I Need to Retire? Mar 16, 2022

Scott and James discuss how much you need to retire.

Listener Question

I'm 55 years old and currently employed with $1.1 million in 401k, $150,000.00 in annuity fund. Upon retiring I will also have a pension with medical, dental & optical coverage. My yearly income is $120,000 & I’m looking to retire at 60 years old. In your opinions does retiring comfortably in 5 years look reasonable?

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

3:29 - Listener Info

6:06 - Living Expenses Today

8:37 - Retirement Expenses

11:20 - Social Security

13:30 - Financial Freedom

16:05 - Tax Planning Opportunities

18:17 - Withdrawal Rates

LET'S CONNECT!

James

Scott

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142 - What Are the Tradeoffs Between Real Estate and Stock Market Investing? Mar 09, 2022

Scott and James discuss the tradeoffs between investing in real estate and the stock market.

Listener Question

My wife and I just purchased our first home (30-yr fixed, low interest rate, strong housing market in suburbs of a major city). As we start a family, we realize we'll likely need a larger home in 5-8 years. Should we plan to purchase a second, larger home, while maintaining our current home as a rental property (which I assume requires less risky investments today), OR invest more aggressively today and plan to sell our current home when we upgrade (have only one house, no rental). Hoping you can provide a framework to help think through potential returns/tradeoffs of each scenario. For example, how to compare the return on a rental property (appreciation of property value and eventual sale) vs returns if the same money was invested in the market. Also, imagine there is tradeoffs between liquidity of owning a rental vs investing in market.
Our home is worth between $650-700k, interest rate 2.6%. Unclear what rent we could expect, maybe around $3k/month.

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

3:07 - Liquidity For a Purchase

6:27 - Multiple Mortgages

9:55 - Tax-Writeoffs

12:05 - Home Prices

16:17 - Comparing Stock Market v. Real Estate

18:22 - Net Worth

21:08 - Desire For Simplicity

LET'S CONNECT!

James

Scott

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141 - How to Rebalance When Tax Implications Are Involved Mar 02, 2022

Scott and James discuss how to rebalance when tax implications are involved.

Listener Question

I'm 30 years old and have close to 1/2 million in taxable brokerage accounts. While I was investing, I was not targeting a specific asset allocation, and now realize my portfolio is very heavily concentrated in domestic large cap stock funds. My question is, how do I go about rebalancing to achieve a more diversified portfolio while considering the implications of taxes and market cycles?

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

3:07 - Tax Planning

6:05 - Volatility Concerns

8:11 - Creative Planning

10:57 - When To Sell

13:30 - Example of Tax Implications

15:48 - Taxable Accounts

17:22 - Gifting For Tax Planning

LET'S CONNECT!

James

Scott

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140 - What Should I Do When I Receive a Large Windfall? Feb 23, 2022

Scott and James discuss what to do when you receive a large windfall.

Listener Question

Can you provide (hypothetical) advice on how to handle a financial windfall? My wife and I are in our mid-thirties with one young child. She is a stay-at-home mom while I work in tech. My salary of approximately $130k covers all of our annual expenses in addition to 401k contributions (up to the amount needed to receive full employer matching). We also started contributing to a 529 plan for our son.
We recently came into possession of $2.3M in concentrated stocks and bonds with unrealized capital gains of around $1.5M. Are there any no-brainer moves to make given our new financial position.

Timestamps:

3:08 - Windfall Introduction

5:16 - Cost Basis Impact

7:21 - What Matters Most?

9:48 - Life Goals

12:22 - It's Not About Perfect

16:02 - Value of Diversification

17:18 - Aligning Your Values With Your Goals

LET'S CONNECT!

James

Scott

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139 - What's the Best Way to Become a Financial Planner? Feb 16, 2022

Scott and James discuss the best way to become a financial planner.

Listener Question

I was wondering if you could talk about the career path of a financial planner, more specifically a CFP who is an independent RIA. I am a college student studying finance looking to become a CFP, there seems to be many paths to take and it is a little confusing. Any tips on how to get valuable experience whether through summer internships or part time work in school?

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

3:07 - Various Advisor Industries

4:40 - Scott's Introduction To Finance

7:02 - James Introduction To Finance

10:33 - It's More Than The Money

13:30 - Understanding The Textbook

16:05 - What Is An Associate Advisor?

19:51 - Who's The Right Fit?

24:30 - Transparency

27:28 - Aligining Your Financial Goals

LET'S CONNECT!

James

Scott

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138 - How Do I Balance Retirement Savings with Debt Paydown? Feb 09, 2022

Scott and James discuss how to balance retirement savings with debt paydown.

Listener Question

I'm 36 years old with a wife, a 2.5 year old and hopefully a second child in the near future. I currently have a job with a non-matched 403b but it also currently offers a pension (and hopefully still will when I retire in 25-30 years). My wife's employer offers a matching 403b. I currently contribute 15% per pay period into my 403b and my wife about 11%. I’ve been working a few years longer than her and excluding my current 403b account, I have about $75k in an IRA from previous 401k rollovers (post-college thru taking my current job in the summer of 2018). I still have about $45k remaining in principle student loans at 4.35% fixed (8 years left on a 10-year refi loan). I graduated college in 2007 and have been paying my student loans every month since then. My current min monthly payment is $575. Does it make sense to cash out my IRA/rollover account and finally just payoff my student loan, pay off a small amount of credit card debt from a trip we took to Hawaii a few years ago, and ultimately free up some cash to increase my monthly 403b contribution, and build our emergency fund back up to a healthy level, especially as the cost of living increases and we plan to add another child to our family? Or is it absolutely insane to throw away $75k saved over the previous 10 years of my career?

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

3:57 - Listener Question

4:56 - Pension Income

7:28 - Tax Implications

11:29- Paying Down Debt

14:18 - Refinancing Knowledge

16:22 - Unknown Expenses

19:08 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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137 - What Do People Do For Health Insurance If They Retire Early? Feb 02, 2022

Scott and James discuss what people do for health insurance if they retire early.

Listener Question

I'm a 48 year old single woman who wants to retire in my mid 50's (or sooner) I have about $400,000 in investments of which only about 12% is in after tax savings I just started a new job making with bonus about $105,000 a year previously only made 55,000 my plan is to live on half my new income. I now max out my 401k, hsa, & Roth IRa and put the rest in my after tax brokerage (which was unable to do in the past). My FIRE # is 1.5 million my question is do you feel I have good plan and what do people do for health insurance if they retire in there mid 50's?

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

3:57 - FIRE #

6:02 - Financial Planning Expenses

8:04 - Balancing Goals

10:25 - Early Retirement

16:54 - Time & Freedom

19:28 - Health Subsidies

22:05 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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136 - Should I Save to a Deferred Compensation Plan After Maxing Out Everything Else? Jan 26, 2022

Scott and James discuss if you should save to a Deferred Compensation Plan after maxing out everything else.

Listener Question

My question is about non-qualified deferred compensation plans. I already max out my 401(k), megaback door (while we still can), Roth backdoor conversations, HSA, FSA, ESPP plan and my wife's SEP IRA and Roth. For the remaining cash I've typically invested in taxable accounts in dividend stocks for future income, but most recently have started using my company NCDC plan for part of salary and bonus. We are 50 YO and plan to retire in 10 years and elected a 10 year payout to minimize taxes in these remaining high earning years. There is also a likely chance that I change jobs every 2-3 years at this point which would potential trigger early distributions.

What are your thoughts on NCDC plans and the distributions?

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

3:13 - Listener Question

7:40 - Lifestyle Goals

10:46 - Retirement Planning

14:11 - Non-Qualified Deferred Compensation

17:36 - Job Changes

20:50 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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135 - Newborn 101: What to Expect When You're Expecting Jan 19, 2022

Scott and James discuss what to expect when you're expecting.

Listener Question

My wife and I are expecting, and I want to start planning from a financial perspective. I'm considering a 529; if I remember from a previous episode, you guys said you can start funding that before the child is born? I'm also looking into dependent care FSAs for child care expenses. If a kid is due in July, does it make sense to wait and enroll in the dependent care FSA then? Are there any other investment vehicle options to consider? Or general suggestions on cash to have on hand once a child is in the picture?

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

3:40 - Income Changes

6:02 - Family Updates

10:18 - Lifestyle Changes

14:02 - 529 Plans

18:12 - HSA Benefits

19:29 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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134 - How to Know If You're On Track to Retire Jan 12, 2022

Scott and James discuss how to know if you're on track to retire.

Listener Question

I am 26 years old and have a TSP account valued at 20k, and a variety of stock/bold portfolios that are earmarked for different priorities that total to about 40k. I get a company match of up to 5% which I utilize up to that. I currently contribute 300 in addition to maxing out my Roth IRA that is valued around 12k. Now, assuming I continue this pace what would you say is the likelihood that I’ll be able to retire off of 60-70k a year? I have hesitations with blindly trusting a “4%” rule since when the study was done it was with the 5% safe rate of return from bonds back in the 90s. Thanks for your time!

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

3:57 - Listener Question

6:02 - Inflation

9:30 - Employer Matching

11:40 - Time Horizon

14:18 - Lifestyle Changes

17:50 - Retirement Rules

23:22 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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133 - How to Start the New Year Right Jan 05, 2022

Scott and James discuss how to start the new year right.

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

3:57 - Life's Considerations

6:02 - Intentional Living

9:30 - Retirement Goals

15:01 - Dream Lifestyle

16:55 - Assets

19:24 - Saving & Investing

21:22 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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132 - How to Protect Against Inflation Dec 29, 2021

Scott and James discuss how to protect against inflation.

Listener Question

Can y'all do an episode about inflation?

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

4:08 - Bond Returns

7:05 - Timing the Market

10:12 - Historical Inflation

13:34 - Bond Risk

16:23 - Downturns are Inevitable

19:04 - When should I have cash/bonds?

20:35 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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131 - What to Know About IRA Eligibility Dec 22, 2021

Scott and James discuss what to know about IRA eligibility.

Listener Question

Question 1:

I am wondering if I should open an IRA in addition to my 401k through work. My employer match in my 401k caps at $9,000. The only benefit I see of having an IRA is being able to direct the investments, but we are currently happy with the options offered by our employers. We prefer investing in ETFs and have a majority of our money in the S&P 500, with some diversification globally and in small/mid cap funds.

I am 29 and my husband is 32. We both work in corporate jobs and have a combined income of nearly $300,000 with an additional $100,000 in bonuses, stock, and matching incentive pay. I have always operated of a mindset of 1/3 savings, 1/3 spending, and 1/3 taxes. We each max out our 401k’s (traditional), participate in employer stock purchase plans, and have a 529 plan for future college funds. The rest of our assets are in taxable brokerage accounts. We would like the flexibility to retire from corporate jobs in our 50’s. At some point, we may want to open our own small business.

Question 2:

I have a 401(k) with my current employer. If I were to get a new job (that also offers a 401k) should I roll my 401(k) into a new one with my new employer, or should I roll my 401(k) into a Roth IRA, and start a new 401(k) from scratch with my new employer? Someone told me this could be a good idea, but I have NO CLUE about investing and such so I’m not sure if this is a wise decision. PS. Please let me know if you include my answer on your show so I know when to listen! Thanks!

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

3:57 - Income Limits

6:02 - Backdoor Roth Conversions

11:08 - Flexibility, Control, Investment Options

14:32 - Tax Planning

18:21 - Excess Contributions

18:50 - Traditional IRA Contributions

20:04 - Roth IRA Contribution Limits

24:08 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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130 - Should I Do Roth Conversions in Low Income Years? Dec 15, 2021

Scott and James discuss if you should do Roth Conversions in years where income is relatively low.

Listener Question

I am currently single and maxing out my 401k. In two more years I'll have been doing this and my Roth IRA for four years total. I plan on going back to training for one year and at that point it will drop me from the 37% tax bracket to 22%. My question is I currently contribute to a Roth 401(k) and I plan to stop doing that and just contribute fully to my 401(k), but in the year I earn less move everything to my Roth IRA, is this the right decision or should I keep contributing part of the Roth 401(k) and regular combined?

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

3:57 - Retirement Contributions

7:07 - Moving Funds To Pre-Tax

10:27 - Contribution Limits

12:40 - Additional Savings

16:51 - Roth Conversions

18:47 - Tax-Gain Harvesting

20:09 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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129 - Should I Cancel My Existing Whole Life Policy And Buy Term Insurance? Dec 08, 2021

Scott and James discuss if you should cancel your existing whole life policy and buy term life insurance.

Listener Question

I have listened to your episodes about life insurance and whether or not it’s advisable to purchase a whole life policy. However, I’d be curious to hear what you think about a whole life policy that I bought about 5 years ago. It costs me a fixed $100/ month for a $100,000 policy.

I am 36 years old, single and have no children. I would like to have a family one day, but I’m not sure it makes sense to continue with a whole life policy at this time. Would it make more sense for me to continue with this policy given that it is not hurting my financially, or would it be better to collect the cash value ($6,500) to contribute it to the small amount of remaining debt that I have and get a term life policy that will likely be much less expensive? If I do get a term life policy, how much would you recommend that I purchase?

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

3:57 - What is Whole Life Insurance?

5:28 - When Do You Need Life Insurance?

9:30 - Term Life Insurance Benefits

11:32 - Growth Rates

13:47 - Why We Own Insurance

15:29 - Tax Planning

16:43 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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128 - Can I Unwind a Non-deductible IRA Contribution? Dec 01, 2021

Scott and James discuss the new contributions limits (2022) and how that impacts our taxes.

Listener Question

Can I unwind a non- deductible IRA and revert it to a retail account? My CPA suggested I put 7k aside each year (I did it once) and then put it into a backdoor Roth. My income is high (we paid 51% in effective taxes last year) and I max out my 401k (no match) at work. But here is where it gets complicated- I have an IRA, Roth, SEP IRA (from a side consulting business) and now also the non deductible IRA all in Schwab in a mic of index funds and individual dividend stocks. But my employer’s 401 k plan (Transamerica) is terrible - high fees and not great fund options. I am worried about rolling my various retirement funds (about 400k for me) into Transamerica just to put 7 or 14 k into a backdoor Roth would cost le almost as luch in fees, not to mention oppty cost when forced to sell my holdings to conform to what Transamerica offers.

Given this and the impending demise of the backdoor Roth, can I somehow convert my 7k back to a nonretirement holding?

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

3:57 - Roth IRA Backdoor Considerations

6:02 - IRS Aggregation Rule

9:30 - Partner's Income

12:40 - Self-Employed Retirement Considerations

15:01 - Required Minimum Distributions

17:36 - Tax Planning

18:22 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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127 - Should I Pay Down My Mortgage or Invest? Nov 24, 2021

Scott and James discuss the new contributions limits (2022) and how that impacts our taxes.

Listener Question

My wife and I have two homes. One is our primary and the other is a weekend/getaway home. We have mortgages on each (each are 30-year fixed and below 3%). Our total monthly mortgage payment for both homes is 15.5% of our gross income. Does it make sense to take our extra cash and pay down the mortgages or to use that cash where it could earn more such as investments?

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

3:26 - Income Considerations

6:28 - Outside Considerations

9:05 - Interest Rates

11:30 - Opportunity Cost

15:01 - Asset Allocation

18:04 - Borrowing Debt

19:52 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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126 - How to Invest at Market All-Time Highs Nov 17, 2021

Scott and James discuss how to invest at market all-time highs.

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

3:12 - Negative Headlines

5:21 - Market Performance

8:53 - Example of Growth

11:01 - How Can We Position Our Investments Now?

13:01 - Time Horizon of Investments

17:09 - Why We Invest

18:54 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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125 - Where to Invest For a Home, CD Ladders, and Contribution Rules Nov 10, 2021

Scott and James discuss where to invest for a Home, CD Ladders, and Contribution Rules.

Listener Questions

Can I max out both my Roth 401k contribution and my Roth IRA contribution in the same year? Example: I’m 57. 26 thousand plus 7 thousand = 33 thousand. Can I contribute 33 thousand to Roth retirement accounts in 2021?
You have talked about saving vs investing based on time horizon and risk appetite. Im hoping you can talk more about savings options. I heard about the concept of CD ladders and thought it may be a good approach to earmark my annual property taxes and insurance bills.
I am looking for advice regarding where to invest savings for a down payment for a first home. My goal is to be able to make an offer for a home in about five years. Some background about me: I am in my late 30's, debt free, married with one child and and work a decent paying corporate job. I plan continue to max out my 401K and divert all my other savings to the down payment goal (20-30 percent of after tax income).
- Would it make sense to put this savings into a relatively liquid real estate investment like a REIT? In other words, an investment that might track the cost of the future purchase I plan to make. If the housing market rises, so too will my investment and I will be better positioned to make this higher down payment. If the housing market tanks, the investment will look bad, but in theory I won't need as much money for a given house.

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

3:12 - Roth 401(k) & Roth IRA

6:00 - CD Ladders

10:09 - How To Save For A Home

12:19 - REIT Indices

15:45 - Performance

18:53 - Time Horizon

20:44 - Down Payment Goals

23:50 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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124 - What Are New Contributions Limits and How Does That Impact Our Taxes Nov 03, 2021

Scott and James discuss the new contributions limits (2022) and how that impacts our taxes.

Listener Question

I am a new small business owner and have just begun a 401k, I have a roth ira, 529 for my child, and my own investment portfolio. I am still confused on how I should vary my allocation based on the type of fund- such as my roth versus traditional versus normal investments, in order to maximize the benefits of each separate account. I also was hoping you could do an episode solely on how taxes work and the differences between them.

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

3:12 - New Contributions

5:26 - IRAs & Roth IRAs

8:53 - How Taxes Work

12:57 - Cash Flow

15:01 - Order of Operations

18:04 - How Can I Maximize Tax Savings?

20:27 - 401(k) Contribution Increase

22:40 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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123 - Should I Invest in Whole Life Insurance After Maxing Out My 401k? Oct 27, 2021

Scott and James discuss if you should invest in Whole Life insurance after maxing out your 401(k).

Listener Question

I was recently advised to get a life insurance retirement plan by my adviser. I currently max out my IRA contribution, FSA, 401k to ~56k and have extra money left over. I’m single and don’t have kids to warrant a life insurance plan per se but it sounded intriguing with the extra cash i have leftover. I comfortably have an extra 3-4 k every month leftover. I’m a bit skeptical of the adviser since he contacted me supposedly from a coworker who gave him my name.

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Episodes Mentioned

What Tax-Efficient Investment Strategies Exist After I Max My 401(k)?

Timestamps:

1:30 - Submit Your Questions!

3:05 - Selling v. Advising

7:25 - How Are Insurance Salesman Compensated?

10:28 - Understand Your Goals First

13:43 - Self-Insured

15:37 - Opportunity Cost

16:47 - Tax-Free Loans

17:15 - After-Tax Benefits

19:32- Understanding Incentives

21:02- Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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122 - When Should I Start Redirecting Retirement Savings to Other Account Types? Oct 20, 2021

Scott and James discuss when it makes sense to start redirecting retirement savings to other account types.

Listener Question

1. Currently, I'm 47 and I have been maxing out my retirement accounts. I believe that I am in good position for when I retire with the amount I have and the amount it will grow in next 15 years. My question is if it is foolish to now build up a non retirement account instead of continuing to pour money into the retirement account. I realize I'd be giving up tax benefits, but right now I have very little flexibility for the next 13 years. 95% of my net value is either in retirement accounts or my house. I do have an emergency fund for 6 months in cash. I'm thinking since my retirement funds are in good shape that I should start building some assets/brokerage account outside of retirement in case I want to retire early or work part time or want/need money for any reason before I'm 59. What's your thoughts on if there is a point that you should stop worrying about retirement accounts and their tax benefits and building for the years before retiring?

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

2:35 - Introduction

4:15 - Optimize Your Balance Sheet

5:05 - Individual Stock Example

6:20 - Liquidity

8:26 - Rule of 55

10:06 - Tax Planning

14:23 - Flexibility Benefits of a Bridge Account

15:44 - Roth Conversions

17:23 - Supplemental Accounts

18:24 - Please keep sharing!

19:00 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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121 - Overview of Important Mliestones To Be Aware Of Oct 12, 2021

Scott and James discuss the important milestones you should be aware of.

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

2:00 - Introduction

4:29 - Dependent Care

5:50 - Tax Credits

6:58 - Investing v. Gambling

8:02 - UGMA / UTMA

10:25 - Kiddie Tax

12:47 - Catch-up Contributions

15:40 - Social Security Benefits

17:55 - Qualified Charitable Distributions

19:00 - Charitable Giving Strategy

20:27 - RMDs (Required Minimum Distributions)

21:51 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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120 - How To Make Sure You Aren't Leaving Free Money on the Table During Open Enrollment Oct 06, 2021

Scott and James discuss how to make sure you aren't leaving free money on the table during open enrollment.

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

1:30 - Introduction

2:57 - Health Insurance Considerations

6:15 - HSA v. FSA

7:25 - Life Insurance

10:06 - Disability Insurance

11:48 - 401(k) Considerations

14:53 - RSUs (Restricted Stock Units)

16:35 - Tax Strategy

17:15 - Deferred Compensation

18:25 - Estate Planning

22:02- Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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119 - What Should I Do When I Have Large Unrealized Gains in a Concentrated Stock Holding? Sep 29, 2021

Scott and James discuss what you should do when you have large unrealized gains in a concentrated stock holding.

Listener Question

1. My wife and I have been blessed with good fortune through our ESPP and RSU programs across 4 different employers. Having always been a buy-and-hold investor, these companies now have significant unrealized capital gains and represent almost 50% of portfolio value and a strong dividend cash flow that could provide income during a job loss. We live in CA and are in top tax brackets and would like to effectively diversify without loosing over 50% to taxes.

2. I currently have around 4,500 shares of AAPL. This makes up about 54% of my total stocks. I have 2,200 shares in my investment (non-retirement) account which makes up 100% of this total. I want to reallocate some of the AAPL, but it will have serious tax implications especially with my investment account. What do you recommend?

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

1:30 - Introduction

3:27 - First Listener Question

5:05 - Individual Stock Example

6:58 - Investing v. Gambling

9:05- Taxes

9:43 - Cost Basis

12:15 - Stock Option Tax Planning

14:22 - Peace of Mind & Tax Strategy

17:55 - Lowest Cost Basis v. Highest Cost Basis

19:00 - Charitable Giving Strategy

21:55 - Second Listener Question

23:00 - Retirement Account Tax Benefits

24:53 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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118 - How to Take Advantage of Tax Loss and Tax Gain Harvesting Sep 22, 2021

Scott and James discuss how you can take advantage of tax loss and tax gain harvesting.

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

1:30 - Scott's eldest son scores a goal & James surfs!

2:42 - When Should I Start Saving / Investing?

4:10 - Tax Loss Harvesting

6:13 - Taking Advantage of Losses

6:26 - What is a Wash Sale?

8:41 - Capital Gains v. Ordinary Income

10:16 - Does Your Financial Advisor Ask For Your Tax Return?

13:00 - Tax Gain Harvesting

15:55 - Tax Gain Harvesting & Roth Conversions

17:23 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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117 - Should I Pursue a Dividend and Sector Investment Strategy? Sep 15, 2021

Scott and James discuss if you should pursue a dividend and sector investment strategy.

Listener Question

1. Can we talk about dividends and dividend stocks? Is it a wise strategy to invest in those stocks that pay out dividends to shareholders?

2. I have been looking at investing in ETFs and I have seen number of ETFs under the label of Sector and Specialty ETFs (that is how Vanguard labels them). Could we talk more about these? I would be interested in investing in some of these- but I am not sure if it is wise?

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

1:30 - Introduction

2:16 - Dividend Stocks

4:35 - Dividend Example

6:15 - Total Return of an Investment

8:49- Downturns & Dividends

11:48 - Is It Bad If Companies Don't Pay Dividends?

15:11 - Reinvesting Dividends

18:37 - U.S. Stock Categories

20:54 - Driving Your Returns Over Time

22:36 - Strategies to Fund College

23:18 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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116 - What Are the Key Things to Focus on When Just Getting Started? Sep 08, 2021

Scott and James discuss what the key things are to focus on when you're just getting started.

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

1:30 - Introduction

2:42 - When Should I Start Saving / Investing?

4:30 - Why All Debt Isn't Equal

8:37 - Paying Yourself First

10:16 - Taking Advantage of Free Money (Employer Match)

12:18 - Loan Forgiveness

14:04 - Life Insurance

16:02 - How Much Do I Have To Invest To Reach $1,000,000?

17:23 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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115 - Mailbag Episode - Tracking 401k Contributions, ESPP Savings, and Investing After a Late Start Sep 01, 2021

Scott and James discuss multiple listener questions regarding tracking 401k contributions, ESPP savings, and investing after getting a late start.

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

1:49 - Listener Question

2:57 - Tax Implications of Retirement Accounts

4:05 - Rollovers: 401(k)s to IRAs (and Roth!)

7:40 - ESPP (Employee Stock Purchase Plan)

10:47 - Risk & Return Correlations

12:41 - When Does It Make Sense to Diversify?

15:37- What Can You Control?

17:54 - Maximizing Social Security

20:36 - When Saving Is More Important Than Compounding

23:07 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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114 - How to Upsize Homes Before Selling Your Current Home Aug 25, 2021

Scott and James discuss how to upsize homes before selling your current home.

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

1:30 - Introduction

3:28 - Finding Your Dream Home

4:43 - What Information Does A Bank Want?

9:14 - What Funds Should I Use For A Down Payment?

10:30 - Understanding Margin Calls

11:48 - What is a Mortgage Recast?

13:05 - Should I Do A Cash-Out Refi?

16:00 - Balancing Retirement Goals

19:00 - UTMA v. UGMA

22:36 - Strategies to Fund College

23:50 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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113 - How to Balance Retirement Income and Legacy Goals Aug 18, 2021

Scott and James discuss how to balance retirement income and legacy goals.

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

1:30 - Introduction

2:51 - Rebalancing

6:05 - Legacy Planning

8:41 - Balancing Cash Preserves

12:19 - Asset Class Variations

18:48 - Estate Planning Opportunities

22:23 - Utilizing Leverage of Time

26:07 - Estate Tax & Gift Tax Penalties

18:54 - Diversification Benefits

30:12 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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112 - How Do I Incorporate Real Estate As Part of My Retirement Plan? Aug 11, 2021

Scott and James discuss how to incorporate real estate as part of your retirement plan.

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

1:30 - Introduction

3:22 - Costs of Real Estate

5:42 - Quantifying Your Real Estate Asset

8:30 - How To Determine If You Should Incorporate Real Estate

10:50 - What Are My Expenses With Real Estate?

13:14 - Alternative Real Estate Ownership Options

16:00 - What Are Your Goals Behind Owning Real Estate?

17:39 - Taxation of Real Estate

18:54 - Diversification Benefits

20:04 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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111 - What's the Best Way to Invest My Portfolio In Retirement? Aug 04, 2021

Scott and James discuss the best way to invest your portfolio throughout retirement.

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

1:30 - Introduction

2:45 - Target-Date Funds

4:37 - Bucket Strategy v. Total Return

8:21 - What is a Sustainable Withdrawal Rate?

11:54 - Retirement Funds Aren't All Created Equal

14:36 - What Portfolio Mix Is Right For Me?

16:25 - Benefits of Owning Multiple Funds

17:51 - Aligning Your Life With Your Financial Goals

LET'S CONNECT!

James

Scott

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110 - How Much Should Your Net Worth Increase Each Year? Jul 28, 2021

Scott and James discuss how to view your entire financial picture and how you can align it with your financial goals.

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

1:30 - Introduction

2:30 - Understanding Your Net Worth

6:45 - Stock Market Volatility

9:07 - What Metrics Should I Focus On?

11:18 - Should I Decrease My Net Worth Intentionally?

13:40 - Utilizing Debt

14:09 - Inputs v. Outputs

16:15 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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109 - How to Prioritize Different Financial Strategies Jul 21, 2021

Scott and James discuss how to prioritize conflicting financial strategies.

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

1:30 - Introduction

3:02 - Asset Location v. Asset Allocation

5:38 - International Investments

8:21 - Taxation of Retirement Accounts

11:04 - Retirement Account Penalties

14:36 - Focusing On Your Goals

17:31 - Municipal Bond Taxation

20:06 - Importance of Your Time Horizon

21:24 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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108 - Should I Add Real Estate To My Portfolio After I’ve Maxed Everything Else Out? Jul 14, 2021

Scott and James discuss how to invest after maxing everything else out.

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

1:30 - Introduction

3:52 - Investing In Real Estate

4:45 - How To Use Your Balance Sheet To Achieve Your Goals

8:30 - What Is A Great Rate of Return?

12:15 - What Is Passive Real Estate Investing?

14:30 - Aspects of Real Estate Investing

16:00 - Using Leverage For Real Estate

16:54 - What Are The Risks Of Investing In Real Estate?

20:44 - How To Invest Your Time, Energy & Talent

25:31 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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107 - How to Plan When You Got a Late Start Jul 07, 2021

Scott and James discuss how how to plan for your goals when you got a late start.

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

1:30 - Listener Question

4:53 - Investing In The Market

6:20 - What Is My Time-Horizon?

7:20 - The Power of Consistent Saving

12:34 - Am I Too Old To Invest Aggressively?

15:35 - What Other Assets Can I Use To Retire?

19:00 - Retirement Expenses Example In Retirement

20:51 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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106 - What Are Your Numbers? Jun 30, 2021

Scott and James discuss how to view your entire financial picture and how you can align it with your financial goals.

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

1:30 - Introduction

2:30 - Gross Income v. Net Income

5:49 - What Percentage Are You Saving?

7:10 - How To Save For Your Different Goals

9:07 - What Is My Saving Rate?

12:18 - Living vs. Spending

14:47 - How To View Your Taxes

16:54 - What Do I Need To Focus On?

18:55 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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105 - What Do All the Different Indexes Mean? Jun 23, 2021

Scott and James discuss different indexes, both what they mean and why they're important to you as an investor.

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

1:30 - Listener Question

3:30 - What Makes Up The Global Market?

5:35 - What Does It Mean To Invest In "The Market"?

6:15 - How Is A Value Of A Company Determined?

10:11 - Russell 2000 vs. Russell 3000 - What's Different?

14:47 - How Do I Invest In The Developed Markets?

18:37 - What Are The Core Indexes?

19:55 - Aligning Your Financials With Your Goals

LET'S CONNECT!

James

Scott

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104 - How Does This Political Climate Impact Our Investments? Jun 16, 2021

Scott and James discuss how this political climate impacts our investments.

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

1:30 - Listener Question

3:30 - How Should Politics Impact My Investment Strategy?

6:04 - Why Are We Investing?

8:35 - The Power of The S&P 500

12:18 - What Crises Tell Us About Investing

14:47 - What Is A Risk Premium?

16:54 - What Do I Need To Focus On?

18:55 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

Episode 6: To Roth or Not to Roth?

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103 - Should I Save on Taxes Now Or In The Future? Jun 09, 2021

Scott and James discuss whether or not you should be saving on taxes now or in the future.

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Episodes Mentioned

Timestamps:

1:30 - Listener Question

3:30 - Should I Invest In A Roth IRA?

5:45 - How Does A Traditional IRA Work?

7:36 - How Does A Roth IRA Work?

9:47 - How Should I Invest As Tax Brackets Change?

11:27 - How Do Tax Brackets Work?

16:55 - Will I Be In A Larger Tax Bracket In The Future?

21:25- Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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102 - Where Should You Save Your Extra Income? Jun 02, 2021

Scott and James discuss where you should save your extra income.

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

1:30 - Listener Question

3:30 - Where Should I Save Extra Income?

5:45 - Long-Term v. Short-Term Savings

8:05 - Education Funding

9:47 - How To Think About "Liquidity"

12:21 - Should I Invest In A SEP IRA or Roth IRA?

13:00 - Flexibility v. Tax Benefits

19:20 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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101 - How to Balance Cash Savings and Long-Term Investing May 26, 2021

Scott and James discuss how to balance cash savings & long-term investing.

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

1:30 - Introduction

3:40 - How To Allocate To Different Goals

7:15 - Should I Invest For Short-Term Goals?

8:24 - Importance of Different Accounts

13:58 - Portfolio Diversification

19:32 - How Do I Maximize Returns?

25:06 - Understanding Why We Invest

26:15 - Aligning Your Finances With Your Life

LET'S CONNECT!

James

Scott

Episode 83: 4 Things You Can Invest In

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100 - 100th Episode! Reflection on the first 100 Episodes May 19, 2021

Scott and James reflect on the first 100 episodes of the Real Personal Finance Podcast.

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Episodes Mentioned:

Episode 16: Budgeting Sucks, Do This Instead

Timestamps:

1:30 - Introduction

4:15 - The Magic of Compounding

5:45 - Which Episode Received The Most Downloads?

7:20 - Understanding Your Vision

9:14 - Where Do I Start With My Financial Journey?

12:02 - The Power of Automation

15:10 - How We Started The Podcast

15:45 - Thank You Listeners!

LET'S CONNECT!

James

Scott

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099 - How To Save For a Home in This Crazy Real Estate Market May 12, 2021

Scott and James discuss how to save for a home in this crazy real estate market.

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

1:30 - Listener Question

3:30 - Retirement Accounts

5:25 - Cost Basis Example

7:50 - Diversification of Investing

10:20 - Cash v. Bonds

13:00 - Diversification Benefits

15:10 - Understanding Costs of Home Ownership

17:50 - What Mortgage Can You Afford?

20:00 - Aligning Your Financial Goals

LET'S CONNECT!

James

Scott

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098 - Should I Move to Another State to Save Money and Retire Earlier? May 05, 2021

Scott and James discuss the pros and cons of moving to another state to save money in order to retire early.

Planning Points Discussed

Retirement Planning
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

1:30 - Listener Question

2:25 - Savings Rates

3:30 - Moving For Financial Reasons

7:00 - Longevity v. Financial Impacts (short-term)

9:50 - What Do You Really Want?

11:31 - Aligning Your Financial Goals

12:45 - Building Financial Habits

13:33 - Do A "Test-Run"

14:30 - Overview

LET'S CONNECT!

James

Scott

Episode 72: Better Investor Series: Understanding Asset Allocation

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097 - How to Balance Debt Paydown, Savings, and Long-Term Investing Apr 28, 2021

Scott and James discuss how best to balance debt paydown, savings, and long-term investing.

Planning Points Discussed

Retirement Planning
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Episodes mentioned:

Episode 93: Should I Front Load Retirement Accounts When I'm Young?

Timestamps:

2:30 - Listener Question

3:41 - Managing Debt

6:20 - How To Pay Off Debt

8:22 - Investing For Your Goals

9:24 - Why Credit Matters

11:54 - The Ups & Downs of the Stock Market

13:42 - What's Your Time Horizon?

15:53 - What's Your Risk Tolerance?

16:15 - Saving For Your Goals

18:54 - Overview

LET'S CONNECT!

James

Scott

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096 - Should I Give My 4 Year Old a Credit Card? Apr 21, 2021

Scott and James discuss whether or not you should give your 4 year old a credit card.

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

1:30 - Listener Question

3:05 - Determining Your Credit Score

6:20 - Credit Utilization

7:00 - 10 years vs. 34 years of Saving

9:24 - Why Credit Matters

11:11 - How To Teach Kids About Money

12:45 - Building Financial Habits

13:00 - Using "FamZoo" - Preparing Kids For Finances

15:10 - Aligning Your Financial Goals

16:30 - Overview

LET'S CONNECT!

James

Scott

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095 - What To Do When You Have "Too Much Cash" Apr 14, 2021

Scott and James discuss what to do when you have "too much cash".

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

1:30 - Celebration of 100,000 downloads

3:30 - Rationality of Investing

5:45 - What's The Right Solution For You?

7:50 - Determining Your Emergency fund

9:33 - When Is Cash "Too Much Cash"?

12:24 - Assigning Ideas To Your Cash

14:00 - How Would I Feel If My Mortgage Was Paid Off?

15:43 - Aligning Your Finances With Your Life

LET'S CONNECT!

James

Scott

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094 - When Should People Hire a Financial Planner? Apr 07, 2021

Scott and James discuss when it's best for people to consider hiring a financial planner.

Planning Points Discussed

Retirement Planning
Tax Planning
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Episodes Mentioned

Episode 56: What Is The Value Of Working With A Financial Planner?

Episode 57: What Questions Should I Ask When Hiring A Financial Planner?

Timestamps:

2:00 - Why Hire A Financial Planner?

6:00 - How Advisors Are Different

9:30 - Tax Planning

13:11 - Emotional Thinking

15:23 - What Is Your Financial Strategy?

19:16 - Not Everyone Needs A Financial Planner

22:35 - Peace of Mind

24:32 - Finding The Right Planner For You

25:10 - Overview

LET'S CONNECT!

James

Scott

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093 - Should I Front Load Retirement Accounts When I'm Young? Mar 31, 2021

Scott and James discuss whether or not you should front load retirement accounts while you're young.

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

1:30 - Listener Question

3:30 - Retirement Accounts

5:45 - Front-Loading Retirement Accounts

7:00 - 10 years vs. 34 years of Saving

10:10 - Non-Financial Compounding

12:05 - Aligning Your Financial Goals

13:00 - Overview of Opportunity Costs

15:10 - Understanding Your Expenses

LET'S CONNECT!

James

Scott

Global Financial Planning Institute

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092 - [Guest Interview] Can I use income earned overseas to fund US Retirement Accounts? Mar 24, 2021

Listener Question:

I'm a US citizen living abroad. I started listening to your podcast when I hit 30. Alas, it was time to get my ducks in a row. I've followed your advice to open an IRA and a few online CDs, I appreciate the gentle mindset shift your podcast has on me.

Recently, when I told a friend I planned to contribute to my IRA, he warned me not to do that. He warned that if I contributed to my IRA with income earned and taxed overseas - income protected from double taxation by the foreign earned income exemption, then I would have to pay US taxes on my full income earned and taxed aboard.

Can income earned and taxed overseas not be contributed to an IRA without trigger full overseas income taxation? If yes, what tax-advantaged options does a US citizen have for income earned overseas?

Guest Interviewer

Connect with Ashley Murphy, CFP®, AIF®

Arete Wealth Strategists

Planning Points Discussed

Tax Planning
Retirement Planning
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals)

Timestamps:

2:30 - Introduction & Listener Question

4:30 - IRA vs. Roth IRA Benefits

7:00 - Retirement Planning For Your Country

9:47 - Citizen-Based Taxation

11:25 - Foreign Earned Income Exemption

12:12 - Taxation Dependent on Type of Income

13:00 - Real Estate Income v. Portfolio Income

14:17 - Tax Implications of Dual-Citizenship

15:30 - Overview

LET'S CONNECT!

James

Scott

Global Financial Planning Institute

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091 - [Guest Interview] How to Invest for Retirement If You Might Not Retire in the US Mar 17, 2021

Listener Question

How do immigrants should strategize investing when there is a real possibility of going back to home country because of work visa denial? Should we continue to invest in the states or invest offshore where we would retire? Thank you.

I have been living in the United States for 11 plus years now. Because I am an immigrant, I did not invest in 401k until 2015. But again, I was just contributing 6% to get employer match. I started my financial independence journey a year back. I maxed my 401k, contributed to Roth IRA. Thank you for the wonderful podcast to inspire millions of listeners.

Guest Interview

Connect with Ashley Murphy, CFP®, AIF®

Arete Wealth Strategists

Planning Points Discussed

Tax Planning
Retirement Planning
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals)

Timestamps:

2:00 - Introduction to Guest Interview

5:30 - International v. Cross-Border Financial Planning

8:27 - Every Country is Different

7:00 - Why the 4% Withdrawal Rule is Conservative

8:00 - When Can I Ensure I Can Retire?

12:30 - Tax Implications

13:00 - Foreign Tax Credits

17:37 - Roth IRAs for Dual Citizens

22:00 - How to Avoid Pitfalls

22:51 - PFIC (Passive Foreign Investment Company)

28:30 - Overview

LET'S CONNECT!

James

Scott

090 - How Do I Determine Taxes Owed on RSUs and ESPPs? Mar 10, 2021

In this episode James and Scott discuss how to determine taxes owed on RSUs and ESPPs.

Questions discussed: What are the tax implications of my stock options? When is the best time to exercise my options? How do I maximize my options? What is the best approach for my individual situation?

Planning Points Discussed

Tax Planning
Retirement Planning
Portfolio Management
Aligning Your Investments with Financial Goals

Timestamps:

2:30 - RSUs & ESPPs

3:25 - Vesting Period

5:32 - How Best To Navigate Stock Options

7:02 - "Sell to Cover"

10:20 - How To Minimize Risk

13:25 - Tax Arbitrage With Stock Options

17:15 - Tax Implications

19:33 - Aligning Goals with Your Finances

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James

Scott

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089 - Is it Possible to Overfund Retirement? Mar 03, 2021

In this episode James and Scott discuss whether or not it's possible to overfund retirement, and what you can do to avoid doing so.

Questions discussed: How much is enough when it comes to funding for retirement? When can I stop funding for retirement? What is the best approach for my individual situation?

Planning Points Discussed

Tax Planning
Retirement Planning
Portfolio Management
Aligning Your Investments with Financial Goals

Timestamps:

2:30 - Listener Question

4:00 - Should I Max Out My Retirement Accounts?

6:13 - How Much Is Too Much For Retirement?

7:30 - Historical Performance: Lump-Sum vs. Dollar-Cost Averaging

10:20 - Importance of Balance Sheet

13:25 - How To Use RMDs In Retirement

15:25 - Aligning Goals with Your Finances

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088 - Is an MBA Worth it? And How to Prepare Financially? Feb 24, 2021

In this episode James and Scott discuss whether or not an MBA is worth it and how best to prepare financially.

Questions discussed: Is an MBA worth it? What's the best way to prepare financially for an MBA? What are the benefits of an MBA? What do I want my MBA to do for me?

Planning Points Discussed

Personal Development
Portfolio Management
Aligning Your Investments with Financial Goals

Timestamps:

2:30 - Listener Question

4:02 - Investing In Personal Education

5:00 - Is an MBA a Worthy Investment?

6:20 - Investing To Pay For an MBA

8:04 - How To View Student Loans

9:35 - How Much Debt Is Too Much Debt?

11:00 - Finding Your "MBA" Mentor

12:30 - Aligning Your Money With Your Life

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087 - Investing a Lump Sum vs Dollar Cost Averaging - Which is Better? Feb 17, 2021

In this episode James and Scott discuss whether or not you should invest all at once (lump-sum) or invest smaller amounts over a period of time (dollar-cost average).

Questions discussed: Should I invest when the market is at all-time highs? When is the best time to invest? What is the best approach for my individual situation?

Articles Mentioned: Article Reference- Dollar-Cost Averaging vs. Lump-Sum (Of Dollars & Data)

Planning Points Discussed

Tax Planning
Retirement Planning
Portfolio Management
Aligning Your Investments with Financial Goals

Timestamps:

2:30 - Lump Sum v. Dollar-Cost Averaging

3:25 - What is Lump-Sum Investing?

5:32 - Can You Time The Market?

7:30 - Historical Performance: Lump-Sum vs. Dollar-Cost Averaging

10:20 - How To Minimize Risk

13:25 - What's Your Dollar-Cost Average "Policy"?

15:20 - Aligning Goals with Your Finances

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Scott

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086 - Should I Apply Extra Cash to a Mortgage Refinance or Invest It? Feb 10, 2021

In this episode James and Scott discuss whether or not you should apply extra cash to paying down the mortgage.

Questions discussed: What should I do with extra cash? Should I apply extra cash to my mortgage or should I invest the cash? Is paying down the principal of my mortgage the most wise use of extra cash? How does paying down my mortgage impact my overall financial situation?

Planning Points Discussed

Tax Planning
Retirement Planning
Real Estate
Aligning Your Investments with Financial Goals

Timestamps:

2:30 - Listener Question

4:12 - Pay Down Mortgage or Invest?

6:21 - When Should I Refinance?

8:30 - Backdoor Roth Contributions

12:20 - How To Maximize 401(k)s

15:50 - Aligning Your Money With Your Life

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085 - GameStop, AMC & More - How to Think About Hot Stocks as an Investor Feb 03, 2021

In this episode James and Scott discuss Gamestop Stock, AMC, Reddit, Hedge Funds, and how to think about "hot" stocks as an investor.

Questions discussed: Should I invest in GameStop, AMC, etc.? When do I know it's best to buy or sell? What does the halt of trading in Robinhood mean for the financial services industry? How much of my portfolio should I allocate to investing in individual stocks?

Planning Points Discussed

Investment Planning
Retirement Planning
Tax Strategies
Aligning Your Investments with Financial Goals

Timestamps:

1:30 - Investing vs. Speculation

4:12 - Wealth Accumulation: Short-Term & Long-Term

6:21 - Maximizing Wealth

8:30 - Gambling or Informed Investing: What's the Difference?

12:49 - How Likely Is One Company To Go Out Of Business?

15:50 - Aligning Your Money With Your Life

17:20 - How Investing Has Changed

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084 - How Should You Know When to Use a Roth IRA vs Traditional IRA? Jan 27, 2021

In this episode James and Scott discuss the difference between a Traditional IRA & Roth IRA and which may be ideal for you based on your individual situation.

Questions discussed: Are you hoping to lower your taxable income today? Do you think your income will rise over the course of your lifetime? When does it make most sense to use a Roth IRA vs. Traditional IRA? How should I invest in my Roth IRA or Traditional IRA?

Planning Points Discussed

Tax Planning
Retirement Planning
Roth IRA vs. Traditional IRA
Aligning Your Investments with Financial Goals

Timestamps:

2:30 - Listener Question

4:35 - Pre-tax vs. Post-tax Contributions

7:51 - IRA vs. Roth IRA Tax Implications

9:30 - Having an Accountability Partner

10:11 - 401(k) vs. Roth 401(k)

15:50 - Aligning Your Money With Your Life

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083 - 4 Things You Can Invest In Jan 20, 2021

Scott and James discuss 4 things you can do to invest in your personal and financial growth and outline the steps involved to reach them.

Planning Points Discussed

Retirement Planning
Utilizing Time Efficiently
Capital Appreciation
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals, etc.)

Timestamps:

3:35 - Investing: Time Horizon

5:54 - Timeblocking

8:30 - Time & Financial Journey

11:41 - Investing In Yourself

15:00 - Personal & Financial Goals

17:47 - Aligning Your Financial Goals

18:00 - What Is Essential To You?

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082 - What is a Sustainable Withdrawal Rate? Jan 13, 2021

What is a sustainable withdrawal rate in retirement? To put it in simple terms, it depends. Today we explain where the 4% withdrawal rate comes from and how it may apply to you and your ability to retire without worry. From new investors to those more well-seasoned, we discuss which factors you should consider when deciding what withdrawal rate will ensure you have a comfortable retirement.

Planning Points Discussed

Tax Planning
Retirement Planning
Capital Preservation Rule
Purchasing Power
Other issues (IRAs, Inflation, Financial Goals)

Timestamps:

2:00 - Overview of Withdraw Rates

2:30 - What is the 4% Withdrawal Rate?

4:00 - Success Rates of Retirement

7:00 - Why the 4% Withdrawal Rule is Conservative

8:00 - When Can I Ensure I Can Retire?

11:21 - Capital Preservation Rule

14:45 - What Is A Sustainable Growth Rate For Me?

20:10 - The Mix of Growth & Income Assets In Retirement

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Scott

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081 - What Should I Do When I Receive a Windfall? Jan 06, 2021

In this episode of the podcast, we have a listener question:

I am about to come into a decent sum of money from selling a rental property. I’m 30 years old, invest 22 percent into my 401k (that has a balance of 45k currently). My plan was to invest this money in a total market index fund and an international index fund. Is this my best option? I also have a house that I owe about 215k on. Thank you in advance!

Planning Points Discussed

Tax Planning
Investment Strategy
Real Estate
Asset Allocation
Other Issues (Emergency Fund, Financial Goals, Estate Planning)

Timestamps:

1:00 - Shoutout to the Listener Question

5:00 - When Should I Start Investing After Receiving A Large Sum?

6:20 - When Does A 1031 Exchange Make Most Sense?

7:35 - Where To Start When Making An Investment Plan?

8:18 - Refinancing Your Home & Interest Rates

12:05 - Having An Emergency Plan

LET'S CONNECT!

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Scott

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080 - What Tax Investment Strategies Should I Be Aware of When Selling Stock Options Dec 30, 2020

In this episode of the podcast, we have a listener question:

Just heard your podcast on the target date funds and really appreciate the insight as I'd just rebalanced my 401k and pulled out of them because of the fees and my level of attention to my portfolio. From a financial management perspective, I'm a DIY-er with a blend of Boglehead and FIRE, philosophically. Currently 1/3 of my wealth is concentrated in RSU/stock options from my company as part of my annual compensation package. Is there a tax strategy in regard to timing and/or amount to sell my options to ease the tax burden?What are some options that would make sense to reallocate the funds from the sales? My wife has an annuity in her 403b, which I've heard/read is not a great idea, so can you explain under what circumstances an annuity is or isn't a good option?

Planning Points Discussed

Tax Planning
Stock Options
Annuities
Restricted Stock Units (RSU)
Other issues (IRAs, Vesting Schedules, Financial Goals)

Timestamps:

3:45 - Restricted Stock Units

4:19 - Tax Planning of Stock Options

10:00 - Vesting of RSU

16:06 - Deciding When Best To Sell For Your Goals

20:15 - Why Should I Invest In An Annuity?

LET'S CONNECT!

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Scott

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079 - 4 Steps to Implementing Change Dec 23, 2020

In this episode James and Scott discuss their thoughts on how they implement change in both their personal and financial lives.

It’s well known that just because something is simple doesn’t mean it will be easy. There are four questions to ask yourself when it comes to achieving your goals, both personally and financially. 1) What can you do? 2) How will you do it? 3) When will you do it? 4) Who can hold you accountable along the way?

Planning Points Discussed

Accountability Partners
Prioritizing Your Goals
Purchasing Large Investments
Aligning Your Investments with Financial Goals

Timestamps:

2:45 - Simple Doesn’t Equal Easy

6:15 - Avoiding Barriers

7:30 - Examples of Implementing Change

9:30 - Having an Accountability Partner

12:20 - Advisors Have Financial Advisors

12:50 - Aligning Your Money With Your Life

LET'S CONNECT!

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Scott

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078 - How Should You Diversify the Bond Part of Your Portfolio? Dec 16, 2020

In this podcast episode, we have a listener question:

Since interest rates are so low and the bond market is so much bigger than the equity market, what are a good mix of bonds for a portfolio with a lot of bonds? Should it only be high quality corporate or should it be some TIPS, CMO, or anything else? There are a lot of options for bonds.

Planning Points Discussed

Interest Rates, Credit Rating & Terms of Bonds
Treasury Inflation-Protected Securities
Government Bonds vs. Corporate Bonds vs. Collateralized Mortgage Obligations
How to keep your purchasing power
Other issues (i.e. risk tolerance, danger of yield chasing, inflation)

Timestamps:

2:05 - What types of bonds should I invest in?

2:30 - What is a bond?

4:30 - Mortgage Terms (30 year, 20 year, 15 year)

8:30 - Qualified Tax Treatment

9:43 - Bond Yields

12:30 - Where do I start when trying to figure out what’s right for me?

15:30 - The Purpose of Holding Bonds in a Portfolio

20:00 - The Danger of Yield Chasing

LET'S CONNECT!

James

Scott

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077 - Learn How "Asset Location" Can Lower Your Tax Bill Dec 09, 2020

In this podcast episode, we have a listener question:

I just recently found your podcast when I was looking for some info on mega-backdoor roths. Thanks for all the info, you guys really are a wealth of knowledge. In an older episode, where you guys were talking about asset locations, one of you mentioned that if you have dividend-paying stocks, you should hold them in a retirement account, so you don't get messed up with paying taxes on the dividends. I have been of the understanding that investment dividends are taxed at long-term capital gains rates, so for MFJ, you would need to make over $80,000 in dividend income before you pay any taxes in 2020. If this is the case, and your dividend stock or fund paid 2% per year, you would have to hold $4,000,000 to reach that first 15% threshold. In this case, taxable accounts seem like a great place to hold dividend-paying stocks. Am I misunderstanding something about this?

Planning Points Discussed:

Taxable Investments
Taxation of Qualified Dividends and Ordinary Income
Asset Location v. Asset Allocation
Long-Term Capital Gains v. Short-Term Capital Gains
Hierarchy of Assets

Key Points:

How Various Taxes Impact Your Income
- Tax Implications Example:
- - Example: You make $100,000 a year and you contribute $10,000 to your 401(k) and take a standard deduction of $12,000. Your taxable income would be $90,000 and if $12,000 is the standard deduction, $78,000 would be taxable income.
  - There are two separate tax brackets for Ordinary Income & Long-Term Capital Gains(includes Qualified Dividends). If your ordinary income is under $80,000, any capital gains are taxed at 0%. Between $80,000 and $496,000, you are taxed at a rate of 15%, and above $496,000 you are taxed at 20% (assuming MFJ).
  - The listener is correct- if you have a $4,000,000 portfolio, received $0 in ordinary income, and dividends were below $80,000, you would be taxed at 0%.
  - If you make over $250,000 as a family, there is an additional 3.8% tax(Net Investment Income Tax).
  - Salary, Social Security, etc. are all taxed at Ordinary Income rates.

Long-Term Capital Gains & Qualified vs. Ordinary Dividends
- Qualified vs. Ordinary Dividends
- - When you receive a dividend, a company is making money and deciding to return some of that money back to the stockholders.
  - If you hold a dividend for 60 days, it would be a qualified dividend. If not, it would be an ordinary dividend taxed at ordinary income tax rate

076 - Financial Planning Issues to Consider Before Year-End Dec 02, 2020

In this week’s episode of Real Personal Finance, James and Scott discuss end of year tax planning. As the year comes to an end, we want to make sure your income and investments are in order. Whether you had a year of financial gain or financial loss we help you use that to your advantage, no matter your tax bracket.

Time Stamps:

00:28 - Year-end tax planning

01:00 - Core concepts to focus on for EOY planning

01:44 - Harvesting gains or losses in your portfolio

04:30 - Tax gain harvesting

06:55 - Planning for future higher income and how it impacts your tax bracket

08:13 – Planning for future lower income

10:00 - Charitable donation changes with the passage of the CARES Act

13:45 - Tax planning with stock compensation

15:14 - Cash flow

18:34 - 529 plans

19:41 - HSA vs. FSA

22:17 - Estate planning

23:13 - Roth conversions

25:04 - Conclusion

LET'S CONNECT!

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Scott

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075 - What's the Best Way to Fund Large Purchases in Retirement? Nov 25, 2020

In this podcast episode, we have a listener question:

Husband/wife (70/69) both retired intending to down size. Debt free. Retirement assets are 1.7 mil (1.3 mil traditional ira/400 k Roth IRA). Monthly income before taxes (social security and pensions) is $7500. New home cost estimated at $400 k. Existing home to be sold after building new home expected to sell for $150 k. So, how do we pay for new home: cash or finance? If cash: use traditional ira or Roth? If finance: how much? Thanks. Look forward to your reply.

Planning Points Discussed

Analysis of purchasing new home
Analysis of selling old home
Tax analysis
Explore multiple options
Other issues (i.e. risk tolerance, RMD, IRMAA, other goals)

LET'S CONNECT!

James

Scott

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074 - Should You Invest in Bitcoin? Nov 18, 2020

In this episode James and Scott discuss their thoughts on Bitcoin and whether or not it belongs in your investment portfolio. They discuss:

Traditional asset classes
Alternative asset classes
Risk vs growth potential
Potential inflation hedges
Considerations when adding new assets to your portfolio.

LET'S CONNECT!

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Scott

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073 - Better Investor Series: How to Tilt Your Portfolio to Increase Your Odds of Success Nov 11, 2020

In the third episode of the Better Investor Series James and Scott discuss ways you invest your portfolio for better potential long-term growth. Listen in as they discuss what parts of the stock market have historically demonstrated higher returns than others.

Timestamps

[2:35] Different types of stocks and bonds - which do you tilt toward?

[3:12] Market overview the end of 2019 - the United States stock market represented 54% of the global stock market.

[5:40] Pros and cons of diversification.

[9:40] The uncommon average in investing. How do "average" returns compare to what you can actually expect?

[17:01] How to use time to increase your odds of success.

[19:50] There is no silver bullet solution - focus on what you can control.

LET'S CONNECT!

James

Scott

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072 - Better Investor Series: Understanding Asset Allocation Nov 04, 2020

In this episode, we dive deeper into three ways on how you should think about framing asset allocation; your ability to take risks, your willingness to take risks, and your need to take risks. Listen in to learn the fundamentals that should drive your investment decisions.

Timestamps:

What is asset allocation [0:30]
The four factors in your ability to take risk explained [2:18]
How to work out investing horizons framework [3:14]
Think of your income stability outside of investments you plan on making [7:03]
How your need for liquidity tie into your investments’ options [8:48]
How to prepare your portfolio to handle your plan B [9:25]
Measuring your risk tolerance framework [11:02]
Knowing what’s essential to you so you can figure out what you need to invest [14:39]
Tradeoffs when your needs for your portfolio don’t align with your risk tolerance [17:37]
Invest in both the US and international market [20:06]
Big companies versus small companies investing [21:07]
How to invest in bonds and not chase yield [24:21]

LET'S CONNECT!

James

Scott

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071 - Better Investor Series: 10 Steps to Investment Success Oct 28, 2020

In this episode, we explain the principles you need to understand and apply for your investment success. They are simple principles but not always obvious. It is important to understand these frameworks based on economic research to improve your chances of investment success.

Timestamps:

How to understand economic frameworks that help you build financial investing [1:01]
Embrace market pricing- the equilibrium price [1:47]
The risk of trying to outcast the market according to statistics [3:40]
Resist chasing past performance- luck versus skill [7:07]
How to let the market work for you not you against it [8:29]
Consider the different aspects of the market with different drivers of return [10:46]
Practice smart diversification- investing in different countries, not the US alone [14:15]
Learn to avoid market timing [16:01]
Manage your emotions so as not to dictate your investments decisions [19:04]
Look beyond the headlines because the media is designed to put fear in you [20:40]
Focus on what you can control [22:34]

LET'S CONNECT!

James

Scott

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070 - How Should You Invest in an Election Year? Oct 21, 2020

We are in the election year and you’re probably wondering whether you should make changes to your portfolio, right? In this episode, we talk about election years and how they affect the market and your investment choices.

Timestamps:

The difference between market statistics history during the election and non-election years [1:31]
Reasons why capitalism is probably going to work [2:32]
Why returns in election years are the same as non-election years [4:15]
Why chances of market volatility have always been part of our history [5:00]
How people use their political preferences to monitor their investment decisions [8:00]
Get used to market volatility every year not, just an election year [11:51

LET'S CONNECT!

James

Scott

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069 - Should You Use a Target Date Fund In Your 401(k) Plan? Oct 14, 2020

Is a Target Date Fund right for you? To put it in simple terms, it depends. Today we explain what the appropriate course of action is when approaching a Target Date Fund. From new investors to those more well-seasoned, we discuss what factors you should consider when deciding if you should use a Target Date Fund or select your own investment mix.

Time Stamps:

Introduction – 00:02

Listener question – 00:25

What is a Target Date Fund – 2:00

Salsa analogy – 2:52

How do the fees work – 4:05

Is it cheaper to replicate the blends vs. Target Date Funds – 7:30

Diversified Target Date Funds – 8:31

What is the right fit for you – 10:38

Conclusion – 13:18

LET'S CONNECT!

James

Scott

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068 - What is Mega Back Door Roth Contribution and Who Can Do It? Oct 07, 2020

What do you do when you have fully maxed out your 401k contributions? This is where the Mega Backdoor Roth contributions may come into play. In this episode, we explain the mechanics behind a Mega Backdoor Roth contribution and how to approach this move strategically so you never have to pay taxes on that contribution again.

Time Stamps:

Introduction - 00:05

Listener question – 00:55

What is a Mega Backdoor Roth – 01:18

Does this make sense for you – 3:00

How do you drive down taxable income – 4:02

What is the quality of your 401k plan – 5:50

The mechanics of a Mega Backdoor Roth – 8:02

How much can you contribute to after-tax contributions – 10:13

The two components of after-tax buckets – 11:33

Where the Mega Backdoor Roth comes in – 12:43

In service Roth conversion – 13:03

Plans that allow in-service distributions – 14:18

Plans that do in-service conversions – 14:43

Conclusion – 17:23

LET'S CONNECT!

James

Scott