Two Sides of FI

Are You on Track? Our 2024 Financial Review Feb 09, 2025

What are the critical financial elements to track and review each year pre- and post-FI? In this episode, Eric and Jason share their processes and learnings from their 2024 annual review. Topics covered include tracking net worth and withdrawal rate, portfolio management, taxes, and much more.

Show notes: https://twosidesoffi.com/2024review

How Do I Know When I'm Ready to Retire? Jan 19, 2025

How do you know when it's the right time to retire? Most on the FIRE path focus on the financial elements because in essence, they're the easiest part of the equation. But many people struggle with the emotional elements of the decision. In this episode, Jason and Eric talk about their own experiences and what they've found most challenging.

Show notes: https://twosidesoffi.com/whentoretire

What No One Tells You About Purpose and Happiness in Retirement Jan 07, 2025

Worried about finding purpose in retirement? Most people are, but in reality it's easy to address these fears head-on. In this episode, Eric + Jason are joined by Jordan "Doc G" Grumet, a hospice doctor, podcaster, blogger, and author. Topics discussed include how regret can be motivating, putting excuses behind us, the reality of purpose anxiety, and much more. Irrespective of your own retirement journey, you won't want to miss our conversation.

Show notes: https://twosidesoffi.com/purposecode

Doc G's book, "The Purpose Code": https://amzn.to/3DIcNnk

BONUS: Retired Early and I Hated It - How NOT to FIRE, Part 2 (Post-FI/RE) Dec 29, 2024

This is the second of two bonus episodes, pulled from the year one archives of Two Sides of FI. Imagine hitting your FI number, retiring early, and discovering you hate it? In this episode we discuss four examples of such an outcome: from quitting the perfect job and regretting it, to feelings of depression and lack of purpose. Some are unable to find motivation without financial incentives, while others realize they haven't budgeted enough to do things they enjoy in life.

The full text of each of the Reddit posts we discussed is posted in the show notes at: https://twosidesoffi.com/how-not-to-fire-2

BONUS: How NOT to FIRE - Part 1 (Pre-FI/RE) Dec 29, 2024

This is the first of two bonus episodes, pulled from the year one archives of Two Sides of FI. On the path to financial independence, there are ample opportunities for mistakes and missteps. In this episode, we review stories from people who shared their FIRE experiences online in the hopes of educating others. Here we review five of these tales: incurring tragic losses due to trying to beat the market, losing 75% of your portfolio value due to sector investing, regretting aggressively saving at the expense of living your life, and resenting your partner who doesn't have the same degree of FIRE ambitions as you do.

Show notes, including the full text of Reddit posts from this episode:
https://twosidesoffi.com/how-not-to-fire-1/

Retiring (Early) in 5 Days. Am I Ready? Dec 15, 2024

What's it really like to be 5 days away from early retirement? Join Laura, a 51-year-old scientist, as she discusses her final days running her research lab. From wrestling with the "Am I really ready?" question to unexpected tears at faculty meetings to cleaning out decades of research, she opens up about the reality of choosing early retirement at the peak of her career. This isn't just another FIRE success story – it's a candid look at what it really feels like to step away from a meaningful career when you're financially independent but emotionally invested.

Whether you're questioning if early retirement is worth leaving a dream job, wrestling with your professional identity, or wondering how it feels when that last paycheck stops, her story offers inspiration and real-time insights about one of life's biggest transitions.

Show notes: https://twosidesoffi.com/retiring-early-in-five-days

How Options Trading Led this Engineer to Financial Independence in His 30s Dec 01, 2024

How can a hobby turn into a second career and lead to financial independence before 40? In this episode, Jason talks with David Sun, an electrical engineer who stumbled into options trading after hearing about it from a fellow grad student. Only ten years later he launched his first hedge fund. Now in his mid-30s, David shares the keys to his success, as well as his thoughts on the role of options trading in a FIRE portfolio. Be sure to check out the show notes linked below for all the key resources shared in this conversation.

Show notes: https://twosidesoffi.com/davidsun

Early Retirement + Group Travel: What Works, What Doesn’t Nov 17, 2024

Are group tours the ultimate hassle-free way to travel, or do they come with unexpected challenges? In this episode, Eric talks with Jason about his first experiences with group travel after a recent trip to Peru. They explore the pros, cons, and key lessons Jason learned—offering insights to help you plan your own adventure, whether you’re retired or just looking for your next great trip.

Show notes: https://twosidesoffi.com/tours

Does Retirement = Happiness? Oct 27, 2024

How would you feel if you worked hard to retire early and later realized you hated being retired? Sadly, online forums make it clear that a number of people who achieve FIRE are disappointed, bored, or otherwise unhappy in retirement. In this episode, Eric and Jason discuss their feelings on this topic. Join us to hear Jason's thoughts in his fifth year of early retirement, and Eric's observations after a recent vacation with his family.

Show notes: https://twosidesoffi.com/happiness

Empty Nest, New Challenges: What’s Next After Early Retirement? Sep 22, 2024

In this episode Eric and Jason share their experiences as new empty nesters and reflect on the emotional and identity shifts that come with this major life change, especially after retiring early. They dive into how life changes when the kids are gone and work is no longer a primary focus. From adjusting to the quiet at home to rethinking purpose and identity, they discuss the highs and lows of this new phase. Join them as they explore what comes next in this post-parenting, post-career chapter of life.

Show notes: https://twosidesoffi.com/identity

Financial Independence at 50 (Finally!) Aug 25, 2024

After years of planning, Eric and Laura have finally reached their FI number at 50! They discovered the FIRE movement 5 years ago and set their sights on achieving financial independence by 2024. Now, with both of their boys off to college, a paid-off home, and a 80/15/5 split between equities, fixed income and cash, they’ve officially hit their financial independence (FI) goal and plan to retire early.

In this episode, they discuss the challenges of moving goalposts, their decision to keep running Eric's business, 30X40 Design Workshop (on their own terms), and their plans for the future. Laura will be leaving her job as a research scientist in January 2025 to operate 30X40 remotely, with a goal of maintaining a flexible, time-limited schedule. They also cover practical topics like their pretax/taxable split, health insurance considerations, and their withdrawal strategy. Learn what reaching FI looks like for them, the steps they’re taking next, and what their plans are moving forward!

Show notes: https://twosidesoffi.com/GFY

He Earned a Million Dollars Trading This Option Strategy Aug 18, 2024

How would you like to earn $80,000 a year trading options against your existing portfolio? That's exactly what our guest, Karsten "Big ERN" Jeske, has achieved. In today's episode, Jason talks with Karsten about his simple SPX options trading strategy. Be sure to see the show notes linked below for definitions, associated blog posts, and more.

Show notes: https://twosidesoffi.com/options

Our 80/20 Rules for Early Retirement: How We Did It Aug 04, 2024

If you are not aggressive, you are not going to make money, and if you are not defensive, you are not going to keep money (Ray Dalio). In this episode, Eric and Jason talk about their personal "80/20 Rules" for retiring early. That is, the decisions they made along the journey that served as key pivot points towards ensuring their achievement of financial independence.

Show notes: https://twosidesoffi.com/roads

Checking In: Year One of Early Retirement Jul 21, 2024

A year later, Jason and Eric check in with their friend Erik, who retired early at 49 while his wife continues to work. In this follow-up episode, we find out how things are going and what important lessons he learned during his first year of early retirement.

Show notes and our earlier chat with Erik - https://twosidesoffi.com/erik

Four Years Later: What I Wish I Knew Before Retiring Early Jun 30, 2024

Four years after retiring early at 47, Jason reflects on the key lessons he wishes he knew beforehand. He discusses his portfolio, spending habits, healthcare, mental health, relationships, and more.

Show notes: https://twosidesoffi.com/fouryears

Retired Early? Here’s How to Pay Yourself May 22, 2024

How do you plan to set up your retirement paycheck to avoid running out of money? In this episode, Jason talks with Eric about how he uses a free online tool to manage his finances in early retirement. Topics covered include his variable withdrawal strategy, managing cash, portfolio rebalancing, and much more.

FREE SWR tool and show notes: https://twosidesoffi.com/toolbox

When is Enough, Enough? Working After Financial Independence May 05, 2024

Why would anyone continue to work for money once they've achieved financial independence? In this episode, Eric and Jason discuss this common practice, including why Jason and Lorri currently have part-time jobs post-FI. Topics covered include de-risking retirement, charitable giving, skill-building, and more.

Show notes: https://twosidesoffi.com/enough

Unexpected Reactions to My Early Retirement Apr 21, 2024

Contempt, concern, surprise, envy, admiration, and support; just a few of the reactions Laura received when she announced she was retiring early, closing her biomedical research laboratory, and beginning a new phase of life beyond work. Some reactions were expected and some surprised her. In this episode, Eric and Laura unpack these interactions and chart their next steps as they prepare to leave work and step into early retirement.

Show notes: https://twosidesoffi.com/unexpected

Retiring Early Made This Possible Apr 14, 2024

What essential lessons did Jason learn from the most impactful travel he's done to date? In this episode, Eric and Jason catch up on a number of recent changes in their lives. Topics discussed include Eric and Laura's recent big announcement, Jason's Camino experience, the benefits and challenges of pre- and post-FI travel, and much more.

Show notes: https://twosidesoffi.com/catchingup

One Step Closer to FI/RE - Preparing to Give Notice Mar 17, 2024

Eric and Laura discuss their preparations as they near their FI number and Laura prepares to notify her employer that she's leaving. Recorded in the fall of 2023, this behind-the-scenes discussion was prepared for release on the week that Laura submits her resignation letter (which she did on Thursday!) They discuss their hesitations, changes of heart, and ready themselves for what's ahead.

Show notes + resources: https://twosidesoffi.com/one-step-closer-to-fi

Retired Early to USVIs, Florida, and Spain: How They Did It Feb 26, 2024

Have you considered living a life outside of your home country in retirement? Jeff went from broke at 38 to financially independent at 45 with six rental properties supporting them. He and his wife relocated to St Thomas, USVI for a few years, bought a rental property in Puerto Rico and now they’re preparing to relocate to Spain. So, if you’ve considered what a life outside the mainland US might look like, I think you’ll find his story interesting.

Show notes: https://twosidesoffi.com/retirementality

My Healthcare Costs in Early Retirement (Year 3) Feb 04, 2024

What's the true cost of healthcare in early retirement and can it break your budget? In this episode, Jason shares his experiences with Eric after three years on an ACA health insurance plan. Topics discussed include selecting and evaluating plans, how to estimate your income, premium tax credits, and why 2023 was Jason's worst year for healthcare expenses to date.

Show notes: https://twosidesoffi.com/ouch

FI-nancial Checkup: New Year Routines + Goals for 2024 Jan 21, 2024

What financial lessons did we learn last year and what will we do differently in 2024? In today's episode, Eric and Jason discuss their end of year review processes. Topics include investing goals, their net worth reviews, lessons learned, and much more.

Show notes: https://twosidesoffi.com/newyear

Financially Independent, Recreationally Employed (FIRE) Jan 07, 2024

Have you truly retired if you continue to do any work for money? In this episode, Eric and Jason talk about their own FIRE goals and how they've changed over time. Topics discussed include their respective journeys, why Jason has a part-time job after retiring, the internet retirement police, and much more.

Show notes: https://twosidesoffi.com/busted

Did We Budget Enough for Travel in Early Retirement? Dec 03, 2023

What happens if all the travel you want to do after retiring would break the budget? In this episode, Eric and Jason talk about the importance of travel to their early retirement plans. Topics discussed include financial concerns, disagreeing with your spouse, the value of planning by age range, and much more.

Show notes: https://twosidesoffi.com/travel

Retired Early and Feeling Lost. What’s Next? Nov 19, 2023

How does it feel when you haven't yet found your purpose after retiring early? In this episode, Jason talks with Eric about his three year journey exploring his post-FIRE purpose. In this episode, they discuss the phases of retirement, seeking out meaningful projects, lessons learned along the way, and much more.

Show notes: https://twosidesoffi.com/purpose

The Health Risks of Early Retirement Nov 05, 2023

If you're not giving mental and physical health the same level of attention as your financial health, you're playing with fire. In this episode, Jason talks with Eric about what steps he's taking to prioritize his own wellness in early retirement, including a frank conversation about mental health. Here they discuss steps to promote wellness, the distinct challenges of retirement, and much more. Don't miss the show notes as they include a link to Jason's latest blog post on the topic of mental health.

Show notes: https://twosidesoffi.com/wellness

One More Year: My Decision to Postpone Early Retirement Oct 22, 2023

Can you imagine changing your mind about retiring early just as the finish line comes into view? What factors could cause someone to consider working one more year? In this episode, Eric talks with Jason about the idea to delay his retirement. Topics covered include why he's considering it, getting agreement with your spouse, how others reacted to the idea, and much more.

Show notes: https://twosidesoffi.com/OMY

Will This Get Us Kicked Out of the FIRE Movement? Oct 08, 2023

Would you spend $1000 on dinner for a special occasion - or more? Eric and Jason recently enjoyed a milestone birthday celebration with their spouses + friends at a world famous restaurant. The total cost may shock you. In this episode, they talk about the experience, spending decisions pre- vs, post-financial independence, and whether it was actually worth it.

Show notes: https://twosidesoffi.com/frenchlaundry

He Retired Early, She Didn’t: A Coast FI Case Study Sep 24, 2023

How would your spouse feel if you retired early while they kept working? In this episode, Eric + Jason talk with our friend Erik, who recently left the workplace while his wife continues to work. How does this arrangement work for them, and why is a coastFIRE path their choice? Topics discussed include being thrown into retirement, finding purpose, talking about FIRE, and much more.

Show notes: https://twosidesoffi.com/erik

Can You Reach FI Faster? Advice From Someone Who Did. Aug 20, 2023

Can you shorten the time to achieve financial independence (FI)? In this episode, Eric talks with Jason about his journey to FI and the steps he took to reach FI faster and retire before 50. Topics discussed include risks taken + sacrifices made, how Eric's path differed, why early retirement is so attractive, and much more.

Show notes: https://twosidesoffi.com/fasterFI

Halfway to FI? Surviving the Boring Middle Jul 23, 2023

How can you accelerate the boring middle on the path to reaching your financial independence goals? Online FIRE communities are full of posts talking about the challenges of "the messy middle" and, "the long boring middle." Eric and Jason discuss the topic from their pre- and post-FI viewpoints, sharing their own experiences.

Show notes: https://twosidesoffi.com/messymiddle

Ask an Early Retiree Anything! Live Q&A with Jason from Two Sides of FI Jul 03, 2023

Are you on the FIRE path or interested in learning more about early retirement? Three years ago I retired from my career at age 47 after reaching financial independence the prior year. This video is from a livestream where community members had the opportunity to ask me questions about what my experience has been like. Thanks to all who joined! Don't miss the extensive show notes, which list all the episodes and resources discussed in the episode:
Show notes: https://twosidesoffi.com/AMA

FI-ght Club: Friction Between Friends Pre and Post-FI May 21, 2023

Questioning their roles, priorities, and the uncertain future of Two Sides of FI, Jason and Eric unveil hidden tensions arising from the pursuit and realization of financial independence. Will they find common ground and keep the project alive?

Show notes: https://twosidesoffi.com/fightclub

Our Net Worth Is Up! Sharing Our Financial Review Process May 07, 2023

Do you have a process for regular financial reviews? If not, you aren't alone - many people are unsure about how to calculate their net worth and keep their personal finances on track. In this episode, Eric and Jason share their simple pre- and post-FI review processes for net worth tracking, portfolio review, setting savings and budget goals, and more.

Show notes: https://twosidesoffi.com/networth

Secure Your Retirement with this Variable Withdrawal Strategy Apr 23, 2023

Do you like the idea of a portfolio withdrawal strategy that can't run out of money? This walkthrough video is the third part in our Safe Withdrawal Rate (SWR) series, and teaches you how to model a variable withdrawal strategy based on the CAPE ratio. Using this powerful and FREE tool created by Karsten Jeske, you can design a personalized plan that works with your own financial situation. Be sure to see the show notes below to get your free copy, to see the two prior episodes, and for all the links we discuss in the video.

Show notes: https://twosidesoffi.com/toolbox

Retiring With $2M: Here’s How We’d Spend It Apr 09, 2023

Love it or hate it, budgeting is an essential part of financial success. In this episode, Eric and Jason share their own financial details using a simple, model budget and offer tips for making budgeting a less daunting task. See the link below for the show notes, which includes the full details of our budgets.

Show notes: https://twosidesoffi.com/fire-budget

Am I Failing at Early Retirement? Mar 26, 2023

Has your shrinking retirement portfolio left you considering part-time work to ease your anxiety? Inspired by a blog post from Go Curry Cracker, we discuss BaristaFIRE, time freedom, what it means to be "unemployable", and what work we might consider post-retirement. Be sure to see the links below for the show notes and to the blog post referenced in the video.

Show notes: https://twosidesoffi.com/failing

GCC post: https://www.gocurrycracker.com/failing-at-early-retirement/

Having Trouble Trusting the Math in Early Retirement? Mar 12, 2023

How much money can you safely spend in retirement? In part two of this series on safe withdrawal rates, we discuss the #1 tool we've found to help you answer that question. Topics covered include the SWR Toolbox, our thoughts on Social Security, the challenges of spending in retirement, and how to get comfortable with increasing your withdrawal rate. Be sure to see the links below for the show notes and to Part 1 which walks through this FREE retirement tool.

Show notes: https://twosidesoffi.com/toolbox

Never Run Out of Money in Retirement - Use This Free FIRE Calculator! Feb 26, 2023

Do you want to avoid the biggest retirement risk? This simple to use tool will let you model your safe withdrawal rate and help ensure you don't run out of money. In this walkthrough video, we teach you how to use this powerful, flexible, and FREE tool created by Karsten Jeske. Using the SWR Toolbox, you can ensure that you have a personalized plan that works with your own financial situation.

Show notes: https://twosidesoffi.com/toolbox

What’s Wrong with This Popular Retirement Strategy? Feb 12, 2023

Do you worry about running out of money in retirement? How do you draw down your assets without tanking your portfolio? Eric + Jason talk with FIRE bloggers Karsten Jeske and Fritz Gilbert about the bucket strategy. Is it a reasonable withdrawal plan or nothing more than a gimmick? They discuss alternative approaches, how to generate a retirement paycheck, and the role of cash. Whether you're interested in FIRE or on a traditional retirement path, you can't afford to miss this episode!

Show notes: https://twosidesoffi.com/bucketstrategy

My Next Phase of Early Retirement Won’t Include This… Jan 29, 2023

Year two in early retirement was very different for Jason than year one. It's common that the honeymoon stage of retirement is followed by disappointment and a search for meaning. In this episode, Jason and Eric discuss a recent project Jason abandoned and what stage of retirement they think he's in. You'll hear his approach to guarding his free time, what Eric fears most about retiring early, and more. Check out the link below for the show notes, including all the content referenced in this video.

Show notes: https://twosidesoffi.com/noblog

Jason's blog archive: https://www.thenextphaseisnow.com/

My FIRE Budget Didn’t Account for This Jan 15, 2023

Are you worried about neglecting to budget for key expenses in early retirement? Even if you put good effort into creating your FIRE budget, it's easy to miss some very important items. In this episode, Jason and Eric discuss these commonly forgotten or underestimated expenses, including healthcare costs, taxes, dealing with inflation, and more. Check out the link below for the show notes, including all the content referenced in this episode.

Show notes: https://twosidesoffi.com/iforgot

Finding My Way in Early Retirement: A 30 Month Check-In Jan 04, 2023

What is early retirement really like? In this episode, Eric checks in with Jason two and a half years after he left his career behind. They discuss his recent financial moves, the impact of inflation, how Jason spends his time, and what's truly important to him. Check out the link below for the show notes, including all the content we referenced in this episode.

Show notes: https://twosidesoffi.com/30months

Our Most Impactful Tools and Purchases Under $250 (Part 2) Dec 21, 2022

How big of an impact can a single purchase under $250 make on your life? In part two of this series, Eric and Jason talk about some of the best things they've bought in recent years. Topics discussed include travel, outdoor gear, concert tips, kitchen aids, and more. Be sure to see the link below for the show notes, which includes info on all the items we discussed in the epispode, as well as those on our under $50 list from part one.

Show notes: https://twosidesoffi.com/under50

Budget-Friendly Finds: Our Favorite Tools and Hacks Under $50 (Part 1) Dec 18, 2022

Can low cost items - or even free things - truly impact your quality of life positively? In this episode, Eric and Jason talk about some of their favorite purchases under $50, as well as some tools and life hacks that have done just that. Topics discussed in part one of this series include apps, books, games, outdoors essentials, and organizational tools. Be sure to see the link below for the show notes, which includes info on all the items we discussed in the episode.
Show notes: https://twosidesoffi.com/under50

Tax Strategies on FIRE: Financial Independence / Retire Early Dec 04, 2022

Do you worry about taxes and how they impact your financial goals? Whether you're on a FIRE path or retiring traditionally, there are many critical tax topics to consider. In this episode, Jason talks with financial planner and CPA Sean Mullaney, creator of The FI Tax Guy blog. We talk about common tax misunderstandings, the power of solo 401(k) accounts, Roth conversions, and tax loss harvesting. Check out the link below for the show notes including all the content we mentioned in the episode.

Show notes: https://twosidesoffi.com/fitaxguy

Sean's book: "Solo 401(k): The Solopreneur's Retirement Account" - https://amzn.to/3B4bqet

You Asked, We Answered. FIRE Q&A Nov 20, 2022

Answering your financial independence, retire early (FIRE) questions, including the one we're asked most often. This special Ask Us Anything format commemorates the 50th episode of Two Sides of FI. THANK YOU to all who submitted questions and for your continued support of the show!

Show notes: https://twosidesoffi.com/ep50

My Plan to Retire Early is ON HOLD Nov 06, 2022

The bear market has forced many to revise their FI goals and retirement plans. In this episode, Eric talks with Jason about pushing back his FI date, options he's considering, whether BaristaFIRE could be the answer, the possibility of redefining work, and advice for others in a similar position. See the link below for the show notes.

Show notes: https://twosidesoffi.com/delayed

Reacting to YOUR Ideas for Holding Cash Oct 23, 2022

Are you worried about holding cash in this high inflation environment? In a recent video, we talked about the role of cash pre- and post-retirement. In this episode, Eric + Jason review and react to YOUR ideas that you shared with us. Topics covered include bond ladders, high yield savings, real estate, gold and other cash alternatives, and emergency funds. Check out the link below for the show notes, including all the content referenced in this episode.

Show notes: https://twosidesoffi.com/cash

Is This a Part of Your FIRE Plan? Oct 09, 2022

Chasing short term market conditions adds a lot of risk to reaching your long term investing goals. An investment policy statement (IPS) can help ensure you stick to your strategy, and avoid market timing and other investing pitfalls. In this episode, Eric talks with Jason about his IPS, and why he finds it such a useful tool. Topics covered include defining portfolio makeup + objectives, the mechanics of cash generation + rebalancing, and why you might consider implementing an IPS yourself. See the link below for the show notes, where we link to Jason's IPS and other content we referenced in the episode.

Show notes: https://twosidesoffi.com/ips

Will You Run Out of Money or Time? FI Advice From a Hospice Doctor Sep 25, 2022

What can conversations with the dying teach us about the secret to financial independence? In this episode, Eric + Jason are joined by Jordan "Doc G" Grumet, a hospice doctor, podcaster, blogger, and author. Topics discussed include the mirage of wealth, living meaningfully, and Jordan's experiences eight years post-FI. Irrespective of your own retirement journey, you won't want to miss our conversation. See below for links to Doc G's book as well as the show notes.

Show notes: https://twosidesoffi.com/DocG

Doc G's book: "Taking Stock: A Hospice Doctor's Advice on Financial Independence, Building Wealth, and Living a Regret-Free Life": https://amzn.to/3xKvukv

FIRE and Holding Cash - What We’re Doing Sep 11, 2022

How much cash in your portfolio is enough - or too much? In this episode, Eric + Jason discuss the idea of holding cash allocations pre- and post-retirement. Topics covered include emergency funds, the temptation to invest in a down market, bonds, and building cash reserves. Join us as we discuss this essential retirement topic. Check out the link below for the show notes, including all the content referenced in this episode.

Show notes: https://twosidesoffi.com/cash

Do I Wish I’d Worked One More Year? Aug 28, 2022

With all of the volatility in the market, should you delay retirement by a year? A viewer asked Jason if he would feel more secure had he worked another year or two before retiring early. In today's episode, Eric + Jason discuss that question and the merits of considering "one more year". Join us as we discuss this idea and the reasons you might consider that option, what Jason would have missed out on if he had worked longer, and the value he found in retiring when he did. Check out the link below for the show notes, including all the content referenced in this episode.

Show notes: https://twosidesoffi.com/onemoreyear

Submit a question: https://twosidesoffi.com/speakpipe

How I Plan to Retire Early on a $50K Salary Aug 14, 2022

Can you retire early without a high-paying tech industry salary? In this episode, we talk with Stephen about how he plans to do just that. At 30 years old, he's earning $50k as a higher education administrator, yet he plans to retire with at least a million dollars by his early 50s. How will he do that? Join us as we discuss his plans, the role of financial discipline, why he doesn't feel he's overly frugal, and the challenges of his FIRE path.

**Show notes: https://twosidesoffi.com/50k

Karsten Spoke, We Listened. Here’s What We Learned. Jul 31, 2022

We're making changes. Here's what we learned and how our FIRE strategies are changing after talking to "Big ERN" Karsten Jeske, an economist, CFA, and safe withdrawal rate expert. In this episode, we review our take-homes from that conversation, and react to comments and feedback we received about the episode. If you missed the original episode, be sure to listen to Episode 40 first.

Show notes: https://twosidesoffi.com/swr

Don’t Let the Cost of Healthcare Break Your Early Retirement Plan Jul 16, 2022

Calculating the cost of health insurance is a complicated and stressful exercise when you're retiring early. Hear Jason's experience with his first full year using the California ACA Exchange and learn how Eric arrived at his budget of $350K, his worst case scenario. We discuss how to choose a plan, ACA subsidies, differences by state, and other alternative options. If you missed our earlier healthcare episode, be sure to see the link below.

Show notes: https://twosidesoffi.com/aca

What the FIRE Community Gets Wrong - Talking with Karsten Jeske Jul 03, 2022

What would you do if you ran out of money in retirement? It's hard to imagine a scarier outcome, and yet many on the FIRE path may be at risk for this if they get their portfolio withdrawal rate wrong. In this episode, Eric + Jason talk with Karsten Jeske, the creator of the Early Retirement Now blog. Known by many as "Big ERN", he is an economist who is well known to the FIRE community for his extensive work in characterizing safe withdrawal rates (SWR). In this episode, we dig into Karsten's free, powerful SWR Toolbox, and discuss topics including the downsides of FIRE calculators, 100% stock portfolios, the bucket strategy, why dividend investors are wrong, and his own post-FIRE life. If you're interested in FIRE, you can't afford to miss this information-packed episode!

Show notes: https://twosidesoffi.com/swr

We Each Hired a Flat Fee Financial Advisor. Was it Worth It? Jun 19, 2022

Here's what we learned by hiring a financial advisor for a fixed fee of $1,000. Rather than pay a costly ongoing assets under management (AUM) fee, we wanted to test out this increasingly popular fee-for-service advisement model. Eric and Jason discuss each hired the same fee-only, advice-only advisor for $1,000 to evaluate their portfolios and answer a variety of key questions. They share how they found this advisor, what the process was like, the specific questions + answers they had, and who they think could benefit from such a service. Is this the right option for you? Maybe.

Show notes: https://twosidesoffi.com/1Kadvisor

Stock Market on FIRE: What We’re Doing in a Downturn Jun 05, 2022

You're on a FIRE path and the markets keep falling - what do you do? In this episode, Jason + Eric revisit the topic of market downturn and candidly discuss their pre- and post-FI moods in this turbulent time. Join us to learn what they're doing and thinking about right now as Jason nears the two-year post-FI mark and Eric contemplates pushing his 2024 FI date back. Topics discussed include rebalancing, how to monitor portfolio performance, moves we are making now, and feeling down about FIRE.

Show notes: https://twosidesoffi.com/downmarket

My New Life: Two Years After Early Retirement May 22, 2022

Wondering what a day in the life in early retirement is like? Eric travels to California to shadow Jason and find out what his FIRE life is like nearly two years into early retirement. We learn how Jason fills his days, hear his concerns pre- and post-FI, discuss the merits of part-time "fun" jobs, and the reality of finances.

Show notes: https://twosidesoffi.com/tryingonFI

We Avoided Estate Planning. Here’s Why You Can’t Afford To (Part 2) May 08, 2022

Don't make a common mistake that could cost your family dearly. If you don't have an estate plan, many essential decisions will be left to others, including the government. In this second installment in a two-part series, Eric + Jason continue their conversation about what they did to get their respective plans in place. Topics discussed in this episode include end of life decisions, powers of attorney, insurance, and how to get started. Don't delay further - join us now for the second episode of this two-part series.

Show notes: https://twosidesoffi.com/houseinorder

If You Want Financial Freedom You Can’t Ignore This (Part 1) Apr 24, 2022

We avoided estate planning for a long time; here's why you shouldn't. Without an estate plan, you're giving over the control of what happens to all your assets to others. In part one of this two-part series, Eric + Jason talk about what they did to - finally - get their respective plans in place. Topics discussed in this episode include the elements of estate planning, why people delay + how to get started, living trusts, and taking care of your heirs. Don't be like those who put this off "until they're older": join us now for the first episode of this two-part series.

Show notes: https://twosidesoffi.com/houseinorder

Making The Worst Financial Mistake I’ve Ever Made? Apr 14, 2022

Am I leaving my financial advisors after seven years? Is that foolish? Parting ways with a trusted financial advisor is a difficult and impactful decision. In our last episode, Jason talked with Eric about his thoughts to end his longterm relationship with his financial planners and take the reins himself. In this video, we learn the outcome of that conversation and talk about what their decision means for Jason and Lorri going forward.

Did you miss the first part of this conversation? If so, check out Episode 33: "Breaking Up With My Financial Advisor?"

Breaking Up With My Financial Advisor? Apr 10, 2022

Did you know that financial advisor fees can eat up HALF of your portfolio's value over time? While happy with the good support and great relationship he had with them, Jason was thinking about leaving his financial planners late last year. In this episode, we capture a conversation Eric + Jason had on this topic, as they discussed the merits and downsides of paying assets under management (AUM) fees. Topics covered in this episode include why he stuck with them over the years, the value advisors can bring, more cost-effective options for financial advice, and how Jason is making his decision. Get the facts and make the right choice for yourself!
Show notes: https://twosidesoffi.com/advisors

Financial Lessons We’re Passing On (Part 2) Mar 27, 2022

Kids are incredibly impressionable and as parents, we have a responsibility to educate them in all ways, including in financial matters. In this second installment of a two part series, we continue our discussion on a topic that's been requested many times by viewers: all things relating to kids. Concepts discussed in this episode include saving for college and the roles of parents vs children in that, budgeting, investing, and sharing life lessons by example.

Show notes: https://twosidesoffi.com/kids

Our FIRE Portfolios Are Down 20%, What Now? Mar 13, 2022

How has the recent market downturn changed our plans? Jason + Eric candidly discuss their pre- and post-FI moods in this volatile time. Learn what they're doing and thinking about right now as Jason nears the two-year post-FI mark and Eric contemplates pushing his 2024 FI date back.

show notes: https://twosidesoffi.com/crash

Teaching Our Teens About FI and Money (Part 1) Feb 27, 2022

Having children comes along with many necessary expenses, but also provides a key opportunity to provide them with a solid financial education. In part one of a two part series, we tackle a topic that's been requested many times by viewers: all things relating to kids. Topics discussed in this episode include our own financial upbringing, early attempts to teach our kids about saving + investing, the value of teens having jobs, and talking with them about FIRE. Join us for the first episode of this two-part series.
**Show notes: https://twosidesoffi.com/kids

Buying Bonds. Still Not Convinced I’m Doing the Right Thing! (Part 2) Feb 13, 2022

I reallocated my investment portfolio, sold out of my 100% equity position and I'm not happy about it. Part two of a two-part series, you'll learn why and how I'm making peace with it. Ensuring that your investment portfolio can fund your lifestyle for the duration of your lifespan is essential to success in FIRE. One of the most impactful elements of that is how your portfolio is constructed, or your asset allocation. In this episode, Eric discusses his desire to reduce the risk of his portfolio with Jason, and ensure he + Laura are set up for success. Topics discussed include the role of bonds + fixed income, the types of investment risk, seeking feedback from internet forums, and tax considerations. Join us for the second episode of this two-part series on Eric's reallocation experience.

**Show notes: https://twosidesoffi.com/eric-reallocation2

FI-nancial Decisions - Transitioning to FI with Laura + Eric [Bonus Episode] Feb 06, 2022

Making big decisions like reallocating your investment portfolio can be pretty stressful. They're also impactful, so alignment with your partner or spouse on them is essential. In this bonus episode, get a behind the scenes look at how Eric + Laura navigated their decision to add bonds to their FIRE portfolio. Topics discussed include how they determined the stocks / bonds mix, their research process, and how it felt to make these impactful decisions. Their conversation continues into broader FIRE strategy, including saving for college and setting limits for individual discretionary spending.

I Rebalanced My FI/RE Portfolio and I Hate It! (Part 1) Jan 31, 2022

I reallocated my investment portfolio, sold out of my 100% equity position and I'm not happy about it. In this two-part episode, you'll learn why and how I'm making peace with it. Ensuring that your investment portfolio can fund your lifestyle for the duration of your lifespan is essential to success in FIRE. One of the most impactful elements of that is how your portfolio is constructed, or your asset allocation. In this episode, Eric discusses his desire to reduce the risk of his portfolio with Jason, and ensure he + Laura are set up for success. Topics discussed include the role of bonds + fixed income, the types of investment risk, seeking feedback from internet forums, and tax considerations. Join us for first episode of this two-part series on Eric's reallocation experience.
**Show notes: https://twosidesoffi.com/eric-reallocation1

Retirement Is Nothing Like I Thought It Would Be Jan 16, 2022

We all daydream about what retirement will be like, but will reality live up to expectations? In this episode, Eric and Jason are joined by Fritz Gilbert, who blogs at The Retirement Manifesto (https://theretirementmanifesto.com). Now nearly four years after retiring early, Fritz brings valuable experience + perspectives to this question. Our discussion goes well beyond the numbers, covering topics including finding your purpose, working "one more year", determining your FIRE timing, and the keys to success in retirement.

*Be sure to check out the show notes for links to all the blog posts we referenced in the show: https://twosidesoffi.com/fritz-retirement/

Financial Independence, Retire Early...Go Back to Work? Jan 03, 2022

Discussing the concerns, worries, and interests occupying our thoughts right now. A temporal look from their respective sides of FI, Eric and Jason discuss a new job prospect, while Eric is a little too focused on saving to achieve FI. They probe ideas about how "vacation time" is different post-RE, as well as their current favorite podcasts and books.

Comparing our FIRE Portfolios + Asset Allocations (Part 2) Dec 19, 2021

Choosing how to divide your assets among stocks, bonds, and other investment vehicles is a good first step, but asset allocation also impacts your tax rate, portfolio performance, and long-term ease of maintaining it all. In part two, Eric and Jason dig further into their own portfolios from their respective sides of FI and discuss the role of bonds, risk, tools you can use to assess your portfolio and model performance, rebalancing, and an interesting - not often discussed - case for financial advisors.

**Watch Part 1 here: https://youtu.be/OJG8_qct4hc

**Note: This content does not constitute investment advice and is being presented for informational and educational purposes only.

Getting Your FIRE Asset Allocation Right. Here‘s Ours (Part 1) Dec 12, 2021

What is the best way to divide up your investments among stocks, bonds, and other vehicles? Asset allocation is an essential yet confusing topic. That said, it is an area of critical importance when thinking about early retirement. This is because decisions made about asset allocation can have huge implications on portfolio performance, taxation, and ease of maintenance. Join us for this first episode in a two-part series, as Eric and Jason talk about their portfolios, the merits of simple vs. more complex strategies, the role of bonds, and the risks they considered along the way.

**Note: This content does not constitute investment advice and is being presented for informational and educational purposes only.

Have Enough to Retire (Early)? 10 Steps to Make Sure Nov 28, 2021

Will you have enough to money to retire (early or otherwise)? Achieving financial independence requires many key elements to be in place and special consideration if you plan to retire early. You need a plan: what will you do? What will you spend? Where will it come from?

In this episode, Eric and Jason discuss a recent blog post by Fritz @ The Retirement Manifesto where he discusses the "10 Steps to Make Sure You Have Enough Money to Retire". We cover how we've been designing our "dream retirement", how we track current expenses and project future spend, how Jason is drawing down assets and Eric's evolving plan to use "the bucket strategy", and much more.

**H/T to Fritz's post "10 Steps to Make Sure You Have Enough Money to Retire", please see his article at The Retirement Manifesto: https://www.theretirementmanifesto.com/10-steps-to-make-sure-you-have-enough-money-to-retire-2/

Healthcare is my Second Highest Cost in Early Retirement Nov 15, 2021

Health insurance may not be top of mind in early retirement when you're young and healthy, but it should be. In the US, healthcare costs are a significant line item in our budget. To help us decode what you need to know, we've invited a retirement benefits expert to answer our questions through the lens of those seeking financial independence and early retirement.

To protect against astronomical expenses resulting from unexpected medical issues, it's prudent to carry insurance. If you're retiring before 65 (when Medicare kicks in), you'll be responsible for covering those costs. What do you need to consider? What ARE the costs involved? What insurance shouldn't you purchase? Are there other options for coverage? What about long term care insurance? These are just a few of the topics we cover in this hour-long episode.

Our sincere thanks to Amy Manning for sharing her time, knowledge and expertise with us!

Be sure to check out the show notes at https://twosidesoffi.com/

A CoastFI Path to Financial Security: An Interview with Catherine Nov 08, 2021

In today's episode we are joined by a guest, who we met in a FIRE Discord server, and wanted to share her story. Our conversation is a great example of the diverse reasons why people choose to seek financial independence. As you’ll discover, family health issues set then 23-year old Catherine on her FI path, largely as a means to ensure her financial security should she encounter issues of her own as she ages. Listen to our conversation to hear just how much progress she's made in only two years.

Interested in checking out the FIRE Discord server? Here's a link: https://discord.gg/ArESGNZRax

How We Travel: Pre + Post Financial Independence Oct 31, 2021

A seven day vacation or 5 weeks of travel - which would you prefer? When you're working towards financial independence, vacations are a time to set aside work and everyday chores. But they're constrained by things you don't often control: accrued vacation time, work and school schedules, business obligations, and holidays, to name a few. In this episode, Eric and Jason compare notes from their two respective sides of FI and their recent vacations: 7 days for Pre-FI Eric and 5 weeks for Post-FI Jason. See just how different is travel once you reach FI and the constraints have been removed.

For more information on Jason's five-week trip, check out his blog post on the topic: https://thenextphaseisnow.com/longest-vacation-of-my-life/

Retired Early and I Hated It: How NOT to FIRE, Part 2 (Post-FI/RE) Oct 17, 2021

Imagine hitting your FI number, retiring early, and discovering you hate it? In this episode we discuss four examples of such an outcome: from quitting the perfect job and regretting it, to feelings of depression and lack of purpose. Some are unable to find motivation without financial incentives, while others realize they haven't budgeted enough to do things they enjoy in life.

This is part 2 of our How NOT to FI/RE series for part 1 and the PRE FI/RE examples, be sure to check out that video here: https://youtu.be/Jb438jvebd0

The full text of each of the Reddit posts we discussed is posted in the show notes at: https://twosidesoffi.com/how-not-to-fire-2

How NOT to FIRE - Part 1 (Pre-FI/RE) Oct 04, 2021

On the path to financial independence, there are ample opportunities for mistakes and missteps. In today's episode, we review stories from people who shared their FIRE experiences online in the hopes of educating others. Here we review five of these tales: incurring tragic losses due to trying to beat the market, losing 75% of your portfolio value due to sector investing, regretting aggressively saving at the expense of living your life, and resenting your partner who doesn't have the same degree of FIRE ambitions as you do.

Show notes, including the full text of Reddit posts from this episode:
https://twosidesoffi.com/how-not-to-fire-1/

Answering Your Financial Independence Questions Sep 20, 2021

You asked, we answered. Bringing the Two Sides of FI together to discuss changing withdrawal rates, Jason and Eric's own FI numbers, redefining identity in early retirement, rental real estate, and more. Want your question featured on an upcoming show?

Leave us a comment on YouTube - https://youtube.com/c/TwoSidesOfFI

or reach out on our contact page - https://twosidesoffi.com/

What I Learned in My First Year of ”Early Retirement” Sep 07, 2021

Retiring at 47 is early by any definition. In this episode, Jason reflects on his first year in early retirement. Not everything went smoothly as you might expect. Learn what's changed, what's been better, what's worse, and - importantly - has it lived up to his expectations? If you're excited to reach this milestone but still harbor some reservations about crossing into "retirement", Jason offers a grounded, thoughtful perspective on what to expect and how to prepare for such a life-altering transition.
Read more about his journey on his blog: https://thenextphaseisnow.com/ His milestone post from year 1: https://thenextphaseisnow.com/learnings-from-year-one/

Discussing FIRE with our Spouses: 2 x Two Sides of FI (Part 2) Aug 23, 2021

Talking about FIRE with your partner involves so much more than finances: from friend groups and career aspirations, to personal goals and family dynamics. In part two, Eric + Jason continue the conversation with their spouses, Laura + Lorri, discussing how they share financial responsibilities, the importance of finding friend networks, talking to their children about FIRE, and their hopes for their post-FI lives.

For show notes and resources please check out our website - https://twosidesoffi.com/

Talking with our Spouses About FIRE: 2 x Two Sides of FI (Part 1) Aug 09, 2021

Talking with a spouse or partner about FIRE isn't always easy. In this episode, Eric + Jason bring their wives, Laura + Lorri, into the conversation to share their personal experiences. In part 1 of our two-part conversation, they talk about getting onboard with FIRE, financial topics including budgeting and setting the FI number, as well as the emotional aspects of choosing the FIRE path.

For show notes and resources please check out our website: https://twosidesoffi.com/

Retiring Early - So Why Am I Worried? Jul 26, 2021

Retiring early is a dream for many but the decision to leave the workplace early can impact us in ways we may not have predicted. In this episode, we discuss the first year of Jason's early retirement and Eric shares his own concerns as he approaches FI. For many, work provides a sense of purpose and identity, as well as validation, utility, not to mention financial security. What happens when that no longer exists? What takes its place? How does it impact your personal relationships and your personal sense of accomplishment? Much of the discussion about financial independence, retire early (FIRE) focuses on saving and investing, in this conversation we unpack what it means to leave work behind and fully embrace this life-changing transition. Join us for this conversation about life after FI.
For show notes and resources please check out our website: https://twosidesoffi.com/

Financially Independent, Live Anywhere? How to Choose (Part 2) Jul 12, 2021

Choosing a new area to call home once you've reached financial independence can be an overwhelming task given just how large the problem space is. In part two of this series, Eric and Jason continue their conversation about how to narrow the options of where to live post-FIRE. There's a lot to consider beyond the finances, and the "Where to Live" process they used is again highlighted as a useful tool to support that. Irrespective of your own retirement path, this approach can help you make decisions about relocating to a new area.

Check out the show notes and get a FREE copy of the "Where to Live" planning tool at https://twosidesoffi.com/where-to-live/

Can't Decide Where to Live? Here's How We Chose (Part 1) Jun 28, 2021

As Eric nears his Financial Independence number he asks Jason for help and advice on how to narrow the range of options of where to live. Choosing a place to call home once you've reached financial independence can be an overwhelming task, given just how large the problem space is. Jason shares how he and Lorri approached where to live in "retirement" before taking the plunge to move their family. Irrespective of your own retirement path, the process they used will apply universally to making decisions about relocating to a new area.

Check out the show notes and get a FREE copy of the "Where to Live" planning tool at https://twosidesoffi.com/where-to-live/

Lessons Learned in 7 Years Earning Passive Income - A Path to FI (Part 2) Jun 13, 2021

Diversifying your sources of income is an important step on the path to financial independence. On average, millionaires have seven streams of income. In part 2 of our series on passive income, Eric shares the lessons learned and mistakes made as he created passive income streams for his architecture practice. In 2020, 90% of his small business revenues came from passive sources, bringing him closer to reaching financial independence. Join us as we explore these topics and more in this second episode in our series about passive income.

For show notes and resources please check out our website: https://twosidesoffi.com/

Passive Income = A Path to Financial Independence (Part 1) May 30, 2021

Earning money while you sleep is the dream of passive income that few realize. In part, that's because it requires a significant upfront investment of active work and time to build the assets necessary. For those seeking financial independence, passive income can be both an accelerator and a plentiful source of cash once you reach FI, and leave your primary career. In this show, we discuss Eric's experience gained over the past eight years intentionally creating a diverse array of passive income streams. Today, 90% of his small business revenues come from passive sources, bringing him closer to reaching FI each day. Join us as we explore these topics and more in this first episode in a series about passive income.

For show notes and resources please check out our website: https://twosidesoffi.com/

Financial Mistakes We Won't Make Again (Part 2) May 16, 2021

We all make mistakes on the path to financial independence. Learn from ours as we chronicle the poor choices, bad habits, and missteps we’ve made on the road to FI. In this episode we talk about big ticket items like cars, student loans, and mortgages. Mistakes made in these areas can certainly have a large impact on your FI journey! Join us as we explore these topics and more in this second episode in a series documenting our financial mistakes and missteps on the path to FIRE.

For show notes and resources please check out our website: https://twosidesoffi.com/

Sharing Our Financial Mistakes and Missteps (Part 1) May 06, 2021

We all make mistakes on the path to financial independence. Learn from ours as we chronicle the poor choices, bad habits and missteps we’ve made on the road to FI. In this episode, we share our own experiences from our teens through our 30s, reflecting on what we've learned in hopes of helping our children avoid repeating them. Join us as we explore these topics and more in this first episode in a series documenting our financial mistakes and missteps on the path to FIRE.

For show notes and resources please check out our website: https://twosidesoffi.com/

Discussing our FI Numbers : Changing Our Minds, Talking to Family Apr 15, 2021

Things have changed: attitudes, spending habits, withdrawal rates, what we’ve chosen to reveal to family and friends. In this episode, we discuss how our early FI goals and calculations underestimated today’s needs and move beyond the math of financial independence to discuss the psychological aspects, including important conversations with family and friends. These discussions can be challenging and touch on deep-seated ideas about money, entitlement, and often guilt. It's common to overlook the importance of these conversations and this side of FIRE when you're focused on the financial side. Join us as we explore these areas and more in this second episode focused on the math of financial independence.

For show notes and resources please check out our website: https://twosidesoffi.com/

So, What's Your FI Number? Sharing Ours Here Apr 08, 2021

How much do you really need to achieve financial independence? We decode the math used to calculate our FI numbers, talk about the different flavors of FIRE and you'll learn where our FI numbers fall on the FIRE spectrum. All finance is personal but it's difficult not to compare your financial situation to those around you. The pragmatics of calculating your FI number are easier to comprehend and address than the psychological ones and this episode touches on those too. And, the closer you get to financial independence the more these conversations impact your day-to-day life. Be sure to check out our website for key resources mentioned in the episode to help you establish and chart your own FIRE path: https://twosidesoffi.com/

Financially Independent. Retire Early? Let's Discuss! Mar 29, 2021

You’ve reached financial independence, but are you really ready to retire? Join us as we discuss what FIRE means to us, why traditional retirement isn't very interesting, and the challenges of speaking to friends and family about it. Whether you're already on the FIRE path or simply interested in learning more about it, Eric and Jason bring perspectives from the two sides of financial independence.

For show notes and resources please check out our website: https://twosidesoffi.com/

Two Careers, Two Paths to Financial Independence Mar 16, 2021

Our path through life is heavily influenced by the career choices we make early in adulthood. Learn how we leveraged our chosen professions in science and architecture to chart our respective paths to achieving financial independence. One of us employed a job "leveling up" strategy to accumulate wealth, while the other started their own business and became a successful content creator. There's a lot to learn from our journeys and we walk you through how we did it!

For show notes and resources please check out our website: https://twosidesoffi.com/

Our Financial Past and our FIRE Present Feb 28, 2021

So much of who we are and how we think is informed by our early experiences. Learn how we got started on our financial independence journey as we unpack our financial pasts. We'll walk you through what we learned from our parents, our early careers, and how that set us on the FIRE path.

For show notes and resources please check out our website: https://twosidesoffi.com/

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