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    Business

    Small Business Tax Savings Podcast

    The Small Business Tax Savings Podcast is designed specifically for small business owners. We focus on tax savings and ways to have a financially sound back bone to your small business. Our goal is to have you paying the least amount in taxes as legally possible.Hosted by by Mike Jesowshek, CPA, this is a quick hitting podcast aimed to get you important information without all the fluff. You can find episodes, blog posts, information on our software TaxElm and more on our website: www.TaxSavingsPodcast.com

    Advertise

    Copyright: ยฉ 2024 Small Business Tax Savings Podcast

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    Latest Episodes:
    How Much Should You Pay Yourself as an S Corp Owner? Aug 05, 2026
    Show notes

    Paying yourself the lowest possible S Corp salary might save taxes today, but it could create a much bigger tax bill later.

    In this episode, Mike explains how to determine a reasonable S Corp salary based on your role, hours, local market wages, business profit, and cash flow. He also breaks down payroll timing, salary adjustments, documentation, and how to protect your S Corp tax savings while staying compliant with IRS rules.

    ๐Ÿ‘‰Find out how much your business could save in taxes.

    TaxSavingsPodcast.com/scorecard

    ๐Ÿš€ Book your free demo call today. Click here or visit:
    https://taxelm.com/demo/


    Chapters:

    (01:00) What Is Reasonable Compensation?
    An S Corp owner who actively works in the business must receive a reasonable W-2 salary based on what the business would pay someone else to perform the same work.

    (03:05) The Goal Is a Defensible, Documented Salary
    A reasonable salary shouldnโ€™t be unnecessarily high or aggressively low. It should be supported by a clear process and adjusted as the business changes.

    (04:05) Factors That Determine an S Corp Salary
    The ownerโ€™s responsibilities, hours, industry, location, role in generating revenue, company profit, cash flow, and stage of growth all affect reasonable compensation.

    (05:40) The Percentage Method and 40/60 Split
    Using 40% to 50% of business profit as salary can provide a starting point, but a percentage alone doesnโ€™t replace a complete reasonable compensation analysis.

    (07:00) Using Market Wages and Replacement Cost
    Breaking the ownerโ€™s work into technical, sales, marketing, and administrative duties can help calculate a salary using local market rates for each role.

    (10:05) Comparing Salary to Business Profit
    Reasonable compensation must also make sense in relation to the companyโ€™s profit, the ownerโ€™s involvement, available cash flow, and whether money is being distributed or reinvested.

    (11:05) How Often Should an S Corp Owner Run Payroll?
    Monthly or biweekly payroll is generally recommended, with a review later in the year to make any necessary adjustments or catch-up payments.

    (13:15) How to Document Reasonable Compensation
    Keep a written salary analysis, description of duties, estimated hours, market-wage data, payroll records, profit information, and year-end review notes.

    (15:05) Two Businesses With Very Different Salaries
    A real-world example shows why two owners with identical business profits can reasonably receive drastically different salaries based on their actual involvement.

    (16:35) Protecting Your S Corp Tax Savings
    The strongest S Corp strategy uses a salary that is reasonable, defensible, and documented instead of simply chasing the lowest possible number.


    Podcast Host:

    Mike Jesowshek, CPA โ€“ Founder and Host of Small Business Tax Savings Podcast
    Join TaxElm: https://taxelm.com

    ๐Ÿš€ Visit: https://www.TaxSavingsPodcast.com

    ๐Ÿš€ Check Out TaxElm: https://taxelm.com/

    ๐Ÿš€ Join our Free Facebook Group: https://www.facebook.com/groups/taxsavings/

    ๐Ÿš€ YouTube: www.TaxSavingsTV.com


    ๐Ÿ‘‹๐Ÿผ GET IN TOUCH
    You can Tweet @MJesowshek with any feedback, ideas, or thoughts about the lessons you've learned from the episodes. We want to thank you personally for tuning in ๐Ÿ™


    ๐Ÿ™ŒLEAVE A REVIEW
    If you enjoy the podcast, please leave a 5-star review on Apple Podcasts or Spotifyโ€”it helps more business owners find the show โญ


    ๐ŸŽ™ ABOUT THE PODCAST
    The Small Business Tax Savings Podcast is your go-to resource for cutting-edge tax strategies to help entrepreneurs legally slash their tax bills. Hosted by Mike Jesowshek, CPA, this show breaks down complex tax topics into clear, no-fluff insights so you can keep more of your hard-earned money.


    When Does an S Corp Actually Save You Money? Jul 29, 2026
    Show notes

    Will electing S Corporation status ALWAYS save your business thousands in taxes? While that can be true, an S Corp also brings additional payroll requirements, tax filings, costs, and responsibilities.

    In this episode, we break down how an S Corp reduces self-employment taxes, when the election usually makes financial sense, and which factors you need to consider before making the switch.


    ๐Ÿ‘‰Find out how much your business could save in taxes.

    TaxSavingsPodcast.com/scorecard

    ๐Ÿš€ Book your free demo call today. Click here or visit:
    https://taxelm.com/demo/


    Chapters:

    (00:00) What Is an S Corporation?
    An S Corp is a tax election for an existing LLC or corporation, not a separate type of business entity.

    (03:00) How an S Corp Can Reduce Your Taxes
    Splitting business income between a reasonable salary and distributions can reduce the amount subject to self-employment taxes.

    (05:00) When Does an S Corp Start Making Sense?
    An S Corp generally becomes worth exploring when a business consistently earns around $60,000 or more in annual profit.

    (08:00) Who Is a Good Candidate for an S Corp?
    Consistent profit, active owner involvement, clean bookkeeping, and reliable cash flow are important signs that an S Corp could be a good fit.

    (10:00) When an S Corp May Not Save You Money
    Low or inconsistent profit, high reasonable compensation, state-level taxes, and an existing high-paying W-2 job can change the calculation.

    (12:00) The Reasonable Salary Requirement
    S Corp owners who actively work in the business must pay themselves reasonable W-2 compensation before taking distributions.

    (13:00) How Often Should an S Corp Owner Run Payroll?
    Monthly or biweekly payroll is generally the safest approach, while waiting until the end of the year can create compliance and cash-flow problems.

    (14:00) Hidden S Corp Costs and Responsibilities

    Payroll filings, W-2s, bookkeeping, accountable plans, health insurance reporting, and salary documentation must all be handled correctly.

    (15:00) The S Corp Decision Framework
    Use these questions to evaluate profitability, salary, payroll, state taxes, bookkeeping, and whether the potential savings exceed the added costs.


    Podcast Host:

    Mike Jesowshek, CPA โ€“ Founder and Host of Small Business Tax Savings Podcast
    Join TaxElm: https://taxelm.com

    ๐Ÿš€ Visit: https://www.TaxSavingsPodcast.com

    ๐Ÿš€ Check Out TaxElm: https://taxelm.com/

    ๐Ÿš€ Join our Free Facebook Group: https://www.facebook.com/groups/taxsavings/

    ๐Ÿš€ YouTube: www.TaxSavingsTV.com


    ๐Ÿ‘‹๐Ÿผ GET IN TOUCH
    You can Tweet @MJesowshek with any feedback, ideas, or thoughts about the lessons you've learned from the episodes. We want to thank you personally for tuning in ๐Ÿ™


    ๐Ÿ™ŒLEAVE A REVIEW
    If you enjoy the podcast, please leave a 5-star review on Apple Podcasts or Spotifyโ€”it helps more business owners find the show โญ


    ๐ŸŽ™ ABOUT THE PODCAST
    The Small Business Tax Savings Podcast is your go-to resource for cutting-edge tax strategies to help entrepreneurs legally slash their tax bills. Hosted by Mike Jesowshek, CPA, this show breaks down complex tax topics into clear, no-fluff insights so you can keep more of your hard-earned money.


    Are Your Business Expenses Audit-Ready? With Shoeboxed Owner Doug Breaker Jul 22, 2026
    Show notes

    ๐Ÿ‘‰ Ready to simplify your recordkeeping? Check out Shoeboxed to organize receipts, track mileage, and keep your business expenses audit-ready. Visit https://referrals.shoeboxed.com/mb4p7wl1ithi


    You could qualify for thousands of dollars in tax deductions, but without the right documentation, the IRS could take them away.

    Mike sits down with Doug Breaker, owner of Shoeboxed, to explain how proper recordkeeping helps business owners protect their tax deductions. They break down what to document for receipts, meals, mileage, home offices, and business travel, how long to keep your records, and how simple tracking systems can help you stay organized and audit-ready.


    ๐Ÿ‘‰Find out how much your business could save in taxes.

    TaxSavingsPodcast.com/scorecard

    ๐Ÿš€ Book your free demo call today. Click here or visit:
    https://taxelm.com/demo/


    Chapters:

    01:00 Doug Breakerโ€™s Journey to Owning Shoeboxed
    Doug explains how he went from working as a corporate CEO to purchasing Shoeboxed and becoming a business owner.

    05:00 How Shoeboxed Simplifies Recordkeeping
    Doug shares how Shoeboxed helps business owners digitize receipts, automatically collect expense information, and classify business mileage.

    06:00 What Counts as Proper Documentation?
    Receipts should capture details such as the date, vendor, amount, and business purpose, while mileage logs require the date, destination, mileage, and purpose of the trip.

    11:00 How to Organize a Backlog of Receipts
    Business owners with years of disorganized receipts should begin by digitizing recent records and creating a consistent process for tracking new expenses.

    15:00 What an Audit-Ready Mileage Log Should Include
    A proper mileage log should record the date, destination, miles driven, and business purpose of each trip rather than relying on an annual estimate.

    19:00 How Long Should You Keep Business Tax Records?
    Doug recommends keeping receipts, mileage logs, and supporting documentation for at least three years in a secure and accessible location.

    22:00 When Driving From Home Becomes Deductible Mileage
    Driving from home to a regular workplace is generally commuting, but traveling from a qualifying home office to another business location can create deductible mileage.

    27:00 Deducting Expenses Before a Business Makes Money
    Expenses incurred before a business begins operating may be treated as startup costs. Establishing a paying customer can help show that the business has moved into its operational stage.

    32:00 Why Better Recordkeeping Protects Your Tax Savings
    Consistently tracking every receipt and business mile helps protect deductions, reduce audit anxiety, and keep more money in the business.


    Podcast Host:

    Mike Jesowshek, CPA โ€“ Founder and Host of Small Business Tax Savings Podcast
    Join TaxElm: https://taxelm.com

    ๐Ÿš€ Visit: https://www.TaxSavingsPodcast.com

    ๐Ÿš€ Check Out TaxElm: https://taxelm.com/

    ๐Ÿš€ Join our Free Facebook Group: https://www.facebook.com/groups/taxsavings/

    ๐Ÿš€ YouTube: www.TaxSavingsTV.com


    ๐Ÿ‘‹๐Ÿผ GET IN TOUCH
    You can Tweet @MJesowshek with any feedback, ideas, or thoughts about the lessons you've learned from the episodes. We want to thank you personally for tuning in ๐Ÿ™


    ๐Ÿ™ŒLEAVE A REVIEW
    If you enjoy the podcast, please leave a 5-star review on Apple Podcasts or Spotifyโ€”it helps more business owners find the show โญ


    ๐ŸŽ™ ABOUT THE PODCAST
    The Small Business Tax Savings Podcast is your go-to resource for cutting-edge tax strategies to help entrepreneurs legally slash their tax bills. Hosted by Mike Jesowshek, CPA, this show breaks down complex tax topics into clear, no-fluff insights so you can keep more of your hard-earned money.


    How Rental Properties Create Tax-Free Cash Flow Jul 15, 2026
    Show notes

    Can a rental property put $30,000 in your pocket without adding $30,000 to your taxable income? Letโ€™s talk about rental property tax strategies

    Mike explains how rental real estate can create tax savings even when you canโ€™t use rental losses to offset your business or W-2 income.

    He breaks down the difference between cash flow and taxable income, how depreciation can shelter rental income, and what happens to suspended passive losses. He also covers short-term rental rules, real estate professional status, common entity mistakes, and the key questions to ask before buying a rental property.


    ๐Ÿ‘‰Find out how much your business could save in taxes.

    TaxSavingsPodcast.com/scorecard

    ๐Ÿš€ Book your free demo call today. Click here or visit:
    https://taxelm.com/demo/


    Chapters:

    00:00 How Rental Properties Create Tax Savings
    Rental properties donโ€™t need to generate a usable tax loss to provide tax benefits. Depreciation and other deductions can allow investors to earn positive cash flow without reporting the same amount as taxable income.

    02:15 What Happens When You Canโ€™t Use a Rental Loss?
    Rental losses are generally passive and canโ€™t usually offset W-2 or active business income. Unused losses are suspended until they can offset passive income or be used when the property is sold.

    05:15 Rental Cash Flow vs. Taxable Income
    Cash flow is the money that reaches your pocket, while taxable income is the amount the IRS taxes.

    06:15 How $30,000 of Rental Cash Flow Could Create No Taxable Income
    A business owner earning $200,000 could receive another $30,000 in rental cash flow while still reporting around $200,000 of taxable income. Depreciation and rental deductions could shelter the additional income.

    08:45 When Rental Losses Can Offset Active Income
    Short-term rental treatment, real estate professional status, and certain active participation rules can allow rental losses to offset W-2 or business income.

    12:30 How Rental Property Depreciation Works
    Residential rental buildings are generally depreciated over 27.5 years, while commercial properties are depreciated over 39 years.

    14:45 Why You Shouldnโ€™t Hold Rental Property in an S Corporation
    Rental properties are commonly held in LLCs for liability protection, but generally shouldnโ€™t be placed inside an S corporation. Active business operations and passive rental activities should also be kept legally separate.

    17:15 Building a Complete Rental Property Tax Strategy
    A strong rental strategy combines positive cash flow, depreciation, expense tracking, appreciation, debt paydown, suspended losses, and potential strategies such as hiring your children or completing a 1031 exchange.

    19:15 Four Questions to Ask Before Buying a Rental Property
    Before investing, determine whether the property makes sense without the tax benefits, what its cash flow will be after debt payments, how much income will be taxable, and whether any rental losses can be used immediately or will be suspended.


    Podcast Host:

    Mike Jesowshek, CPA โ€“ Founder and Host of Small Business Tax Savings Podcast
    Join TaxElm: https://taxelm.com

    ๐Ÿš€ Visit: https://www.TaxSavingsPodcast.com

    ๐Ÿš€ Check Out TaxElm: https://taxelm.com/

    ๐Ÿš€ Join our Free Facebook Group: https://www.facebook.com/groups/taxsavings/

    ๐Ÿš€ YouTube: www.TaxSavingsTV.com


    ๐Ÿ‘‹๐Ÿผ GET IN TOUCH
    You can Tweet @MJesowshek with any feedback, ideas, or thoughts about the lessons you've learned from the episodes. We want to thank you personally for tuning in ๐Ÿ™


    ๐Ÿ™ŒLEAVE A REVIEW
    If you enjoy the podcast, please leave a 5-star review on Apple Podcasts or Spotifyโ€”it helps more business owners find the show โญ


    ๐ŸŽ™ ABOUT THE PODCAST
    The Small Business Tax Savings Podcast is your go-to resource for cutting-edge tax strategies to help entrepreneurs legally slash their tax bills. Hosted by Mike Jesowshek, CPA, this show breaks down complex tax topics into clear, no-fluff insights so you can keep more of your hard-earned money.


    Oil & Gas Tax Investing: The Strategy High-Income Business Owners Should Understand Jul 08, 2026
    Show notes

    ๐Ÿ‘‰ Interested in learning more about oil and gas investing? Email us at ask@taxsavingspodcast.com and weโ€™ll connect you with Nick White and the team at US Energy.


    Big tax deduction or risky investment? Oil and gas investing can be a powerful tax strategy for high-income business owners, but itโ€™s not something to jump into just because you want a write-off.

    In this episode, Mike sits down with Nick White from US Energy to break down how oil and gas investing works, where the tax benefits come from, and why intangible drilling costs can create a large first-year deduction. They cover who is a good fit, how these investments can potentially offset W-2 income, business income, K-1 income, and capital gains, what the return and cash flow profile may look like, and the key risks investors need to understand before getting involved.


    ๐Ÿ‘‰ Get the Free Tax Savings Starter Kit Built for Small Business Owners:
    https://www.taxsavingspodcast.com/starterkit

    ๐Ÿš€ Book your free demo call today. Click here or visit:
    https://taxelm.com/demo/


    Chapters:

    01:00 How Oil and Gas Investing Creates Tax Benefits
    Oil and gas investing is built around government incentives for domestic energy production. Investors who participate directly in drilling funds may be able to receive large first-year deductions through intangible drilling costs.

    06:00 Intangible Drilling Costs Explained
    Intangible drilling costs include expenses tied to the drilling process that do not have a depreciation schedule, such as labor, roads, and hydraulic fracturing. These costs can help create a large year-one deduction for qualified investors.

    07:45 Offsetting W-2, Business, K-1, and Capital Gains Income
    Unlike many real estate losses, oil and gas deductions may be able to offset active income, including W-2 income, business income, K-1 income, and capital gains. This is one reason the strategy is often discussed with high-income earners.

    09:15 Who is Oil and Gas Investing a Good Fit For?
    Oil and gas investing is generally geared toward accredited investors, including individuals with at least $1 million in net worth excluding their primary residence, or income of at least $200,000 for single filers and $300,000 for joint filers.

    11:15 Key Risks Investors Need to Understand
    Oil and gas investing comes with real risks, including drilling risk, pricing risk, concentration risk, and company structure risk. Look closely at debt levels, drilling strategy, diversification, and whether the company is focused on proven production areas.

    17:00 Timing Your Investment Before Year-End
    While an investment may qualify if completed by December 31, starting earlier gives investors more time to understand the deal, plan properly, and avoid rushed year-end decisions.

    23:30 QBI, SALT, and Phaseout Planning
    Oil and gas deductions may help business owners reduce taxable income enough to phase back into other tax benefits, such as the qualified business income deduction or state and local tax deductions.

    26:00 Common Mistakes When Evaluating Oil and Gas Deals
    Not every deal is structured the same way. Investors should avoid chasing deductions blindly and instead evaluate the partnership structure, use of debt, drilling approach, technology, risk profile, and long-term cash flow potential.


    Disclaimer:

    This episode was not sponsored. This conversation is for educational purposes only and is not investment, legal, or tax advice. It is not a recommendation or endorsement of any specific company, fund, security, or oil and gas offering. Oil and gas investments may involve substantial risk, illiquidity, commodity price volatility, operational risk, tax complexity, and possible loss of principal. Tax treatment depends on each taxpayerโ€™s facts, investment structure, at-risk basis, passive activity rules, and professional advice. Past results do not guarantee future results.


    Podcast Host:

    Mike Jesowshek, CPA โ€“ Founder and Host of Small Business Tax Savings Podcast
    Join TaxElm: https://taxelm.com

    ๐Ÿš€ Visit: https://www.TaxSavingsPodcast.com

    ๐Ÿš€ Check Out TaxElm: https://taxelm.com/

    ๐Ÿš€ Join our Free Facebook Group: https://www.facebook.com/groups/taxsavings/

    ๐Ÿš€ YouTube: www.TaxSavingsTV.com


    ๐Ÿ‘‹๐Ÿผ GET IN TOUCH
    You can Tweet @MJesowshek with any feedback, ideas, or thoughts about the lessons you've learned from the episodes. We want to thank you personally for tuning in ๐Ÿ™


    ๐Ÿ™ŒLEAVE A REVIEW
    If you enjoy the podcast, please leave a 5-star review on Apple Podcasts or Spotifyโ€”it helps more business owners find the show โญ


    ๐ŸŽ™ ABOUT THE PODCAST
    The Small Business Tax Savings Podcast is your go-to resource for cutting-edge tax strategies to help entrepreneurs legally slash their tax bills. Hosted by Mike Jesowshek, CPA, this show breaks down complex tax topics into clear, no-fluff insights so you can keep more of your hard-earned money.


    Trump Accounts Explained: Gimmick or New Savings Tool for Kids? Jul 01, 2026
    Show notes

    Free money for kids? Not so fast. Trump Accounts could become one of the newest long-term wealth-building tools for families, but you need to understand how they work, who qualifies, and how they fit into a bigger tax and investment strategy.

    In this episode, Mike breaks down everything you need to know about the Trump Accounts. He covers the contribution rules, tax-deferred growth, employer contribution opportunities, Roth conversion planning, and how Trump Accounts compare to 529 plans, Roth IRAs, custodial accounts, and brokerage accounts.


    ๐Ÿ‘‰ Get the Free Tax Savings Starter Kit Built for Small Business Owners:
    https://www.taxsavingspodcast.com/starterkit

    ๐Ÿš€ Book your free demo call today. Click here or visit:
    https://taxelm.com/demo/


    Chapters:

    01:00 What Are Trump Accounts?
    Trump Accounts are new savings vehicles for children under 18, created under the One Big Beautiful Bill Act. They are designed to encourage early investing, long-term compounding, and tax-deferred growth.

    02:25 The $1,000 Government Seed Contribution
    Children born between 2025 and 2028 may qualify for a $1,000 federal contribution. This is not spending money; it is long-term investment capital placed into the childโ€™s Trump Account.

    03:30 Contribution Rules and Tax Treatment
    Families can contribute up to $5,000 per year until the child turns 18. Contributions are not tax-deductible, but the growth inside the account is tax-deferred.

    05:30 Roth Conversion Planning for Trump Accounts
    Once the child reaches adulthood, the account transitions into a traditional IRA structure. Low-income years may create an opportunity to convert portions into a Roth IRA.

    09:15 Trump Accounts vs. 529 Plans and Roth IRAs for Kids

    529 plans focus on education, while Trump Accounts focus on long-term wealth building. Roth IRAs are still a strong option for kids with earned income, but Trump Accounts can help fill the gap when a child does not qualify yet.

    12:25 Downsides of Trump Accounts
    Trump Accounts are not perfect for every family. Funds are locked up until adulthood, the child eventually controls the account, investment choices may be limited, and future taxation still needs to be planned for.

    13:35 The Stacking Strategy for Family Wealth Planning
    Families do not have to rely on just one account type. A 529 plan, Roth IRA, Trump Account, brokerage account, or custodial account can each serve a different purpose depending on the familyโ€™s goals and cash flow.

    14:40 Final Strategy Thoughts on Trump Accounts
    Trump Accounts may not be an automatic fit for everyone, but they should be considered as part of a larger family wealth plan, especially for children eligible for the $1,000 government contribution.


    Podcast Host:

    Mike Jesowshek, CPA โ€“ Founder and Host of Small Business Tax Savings Podcast
    Join TaxElm: https://taxelm.com

    ๐Ÿš€ Visit: https://www.TaxSavingsPodcast.com

    ๐Ÿš€ Check Out TaxElm: https://taxelm.com/

    ๐Ÿš€ Join our Free Facebook Group: https://www.facebook.com/groups/taxsavings/

    ๐Ÿš€ YouTube: www.TaxSavingsTV.com


    ๐Ÿ‘‹๐Ÿผ GET IN TOUCH
    You can Tweet @MJesowshek with any feedback, ideas, or thoughts about the lessons you've learned from the episodes. We want to thank you personally for tuning in ๐Ÿ™


    ๐Ÿ™ŒLEAVE A REVIEW
    If you enjoy the podcast, please leave a 5-star review on Apple Podcasts or Spotifyโ€”it helps more business owners find the show โญ


    ๐ŸŽ™ ABOUT THE PODCAST
    The Small Business Tax Savings Podcast is your go-to resource for cutting-edge tax strategies to help entrepreneurs legally slash their tax bills. Hosted by Mike Jesowshek, CPA, this show breaks down complex tax topics into clear, no-fluff insights so you can keep more of your hard-earned money.


    The Mid-Year Tax Checkup Every Business Owner Needs Jun 24, 2026
    Show notes

    Donโ€™t wait until the last minute to start tax planning. Mid-year is one of the best times for business owners to review their tax situation. Most business owners wait until year-end to ask, โ€œHow can I lower my tax bill?โ€ But by then, some of the best opportunities are already gone. Instead of making proactive tax-saving moves, youโ€™re left doing damage control.

    In this episode, Mike walks through a simple mid-year tax checkup every small business owner should do before December. He covers how to review your income, estimate your tax liability, clean up your bookkeeping, evaluate your entity structure, plan retirement contributions, think through major purchases, and identify tax strategies you still have time to implement before year-end.


    ๐Ÿ‘‰ Get the Free Tax Savings Starter Kit Built for Small Business Owners:
    https://www.taxsavingspodcast.com/starterkit

    ๐Ÿš€ Book your free demo call today. Click here or visit:
    https://taxelm.com/demo/


    Chapters

    01:00 Why Mid-Year Is the Sweet Spot for Tax Planning
    Mid-year gives business owners two major advantages: enough real financial data to review and enough time left in the year to implement strategies.

    03:00 Grade Your Tax Planning Progress
    Business owners should evaluate whether theyโ€™ve only learned about tax strategies or have actually started implementing them.

    04:00 Review Your Bookkeeping Before It Becomes a Problem
    Accurate bookkeeping is the foundation of good tax planning. Mid-year is the time to catch missing transactions, miscategorized expenses, personal charges, payroll errors, and missed deductions.

    05:20 Review Your Entity Structure
    Your business structure should match your current income, profit, and tax strategy. This includes reviewing whether an LLC, S corporation, or multi-entity setup makes sense.

    07:40 Review Retirement Contribution Opportunities
    Mid-year is a good time to look at retirement plan options, contribution goals, employee benefits, and whether your current plan still fits your business.

    09:30 Analyze Big Purchases Before Making Them
    Buying equipment or vehicles just for the write-off is not a good strategy. Business owners should review whether the purchase is needed, how it will be paid for, and whether this year or next year makes more sense.

    11:10 Look for Missed Tax Strategies
    Mid-year still leaves time to implement strategies like hiring your kids, using the Augusta Rule, setting up an accountable plan, reviewing health insurance deductions, and timing income and expenses.

    13:20 Review Core and Advanced Tax Strategies
    Business owners who already use tax strategies should review whether theyโ€™re getting the full benefit. Higher-income business owners may need to look at more advanced planning opportunities.

    16:00 Tax Planning Is Not a December Activity
    The best tax-saving opportunities happen when business owners still have time to make decisions, fix mistakes, and plan strategically before year-end.


    Podcast Host:

    Mike Jesowshek, CPA โ€“ Founder and Host of Small Business Tax Savings Podcast
    Join TaxElm: https://taxelm.com

    ๐Ÿš€ Visit: https://www.TaxSavingsPodcast.com

    ๐Ÿš€ Check Out TaxElm: https://taxelm.com/

    ๐Ÿš€ Join our Free Facebook Group: https://www.facebook.com/groups/taxsavings/

    ๐Ÿš€ YouTube: www.TaxSavingsTV.com

    ๐Ÿ‘‹๐Ÿผ GET IN TOUCH
    You can Tweet @MJesowshek with any feedback, ideas, or thoughts about the lessons you've learned from the episodes. We want to thank you personally for tuning in ๐Ÿ™


    ๐Ÿ™ŒLEAVE A REVIEW
    If you enjoy the podcast, please leave a 5-star review on Apple Podcasts or Spotifyโ€”it helps more business owners find the show โญ


    ๐ŸŽ™ ABOUT THE PODCAST
    The Small Business Tax Savings Podcast is your go-to resource for cutting-edge tax strategies to help entrepreneurs legally slash their tax bills. Hosted by Mike Jesowshek, CPA, this show breaks down complex tax topics into clear, no-fluff insights so you can keep more of your hard-earned money.


    How to Choose the Right Retirement Plan for Your Business Jun 17, 2026
    Show notes

    Stop treating your retirement like a someday problemโ€ฆFor business owners, the right plan can be a valuable tax strategy. But too many entrepreneurs wait too long, choose the wrong plan, or assume a 401(k) is only for big companies.

    In this episode, Mike sits down with Matt Ruttenberg to explain how retirement plans work for small business owners. They break down the differences between SEP IRAs, SIMPLE IRAs, solo 401(k)s, safe harbor 401(k)s, and defined benefit plans, plus the questions you should ask before choosing a plan, including your contribution goals, employee needs, cost, timing, and tax savings potential.


    ๐Ÿš€ Ready to find the right retirement plan for your business? Start here: https://lifeincrs.com/tax-savings-podcast

    ๐Ÿ‘‰ Get the Free Tax Savings Starter Kit Built for Small Business Owners:
    https://www.taxsavingspodcast.com/starterkit

    ๐Ÿš€ Book your free demo call today. Click here or visit:
    https://taxelm.com/demo/


    Chapters

    00:00 Why Retirement Planning Matters for Business Owners
    The wrong retirement plan can cost business owners tax savings, growth, and long-term financial security.

    01:20 Retirement Plan Options for Business Owners
    A breakdown of SEP IRAs, SIMPLE IRAs, solo 401(k)s, safe harbor 401(k)s, defined benefit plans, and executive plans.

    02:00 How to Choose the Right Plan
    The right plan depends on the ownerโ€™s goals, employee needs, contribution targets, and tax strategy.

    04:30 Retirement Plans for Businesses With Employees
    Traditional 401(k)s, SIMPLE IRAs, state retirement programs, and safe harbor plans can help businesses offer employee benefits.

    08:00 Retirement Plans for Solo Business Owners
    Owners without eligible employees may consider an IRA, Roth IRA, SIMPLE IRA, solo 401(k), or defined benefit plan.

    11:35 Time, Maintenance, and Costs
    Plan setup and maintenance may include payroll setup, employee deferrals, compliance, annual testing, filings, and administrative costs.

    18:50 Why Not All 401(k)s Are Created Equal
    Payroll-based 401(k)s are easier to start, while custom plans offer more flexibility for tax strategy, plan design, and business growth.

    27:10 Tax Credits, Deadlines, and Final Takeaways
    SECURE 2.0 tax credits may help offset plan costs, but timing matters. Starting early helps avoid missed deadlines and lost tax savings.


    Podcast Host:

    Mike Jesowshek, CPA โ€“ Founder and Host of Small Business Tax Savings Podcast
    Join TaxElm: https://taxelm.com

    ๐Ÿš€ Visit: https://www.TaxSavingsPodcast.com

    ๐Ÿš€ Check Out TaxElm: https://taxelm.com/

    ๐Ÿš€ Join our Free Facebook Group: https://www.facebook.com/groups/taxsavings/

    ๐Ÿš€ YouTube: www.TaxSavingsTV.com


    ๐Ÿ‘‹๐Ÿผ GET IN TOUCH
    You can Tweet @MJesowshek with any feedback, ideas, or thoughts about the lessons you've learned from the episodes. We want to thank you personally for tuning in ๐Ÿ™


    ๐Ÿ™ŒLEAVE A REVIEW
    If you enjoy the podcast, please leave a 5-star review on Apple Podcasts or Spotifyโ€”it helps more business owners find the show โญ


    ๐ŸŽ™ ABOUT THE PODCAST
    The Small Business Tax Savings Podcast is your go-to resource for cutting-edge tax strategies to help entrepreneurs legally slash their tax bills. Hosted by Mike Jesowshek, CPA, this show breaks down complex tax topics into clear, no-fluff insights so you can keep more of your hard-earned money.


    Q&A: Are You Making These Common Small Business Tax Mistakes? Jun 10, 2026
    Show notes

    Small tax mistakes can cost you thousands, even when you think youโ€™re doing everything right.

    From missing a filing deadline to misunderstanding how a deduction works, small errors can quickly turn into penalties, lost deductions, and a higher tax bill.

    In this episode, Mike answers real tax questions from small business owners covering gambling losses, BOI reporting, moving an S corporation to another state, the Augusta Rule, HSAs, late 1099s, estimated tax penalties, startup expenses, vehicle write-offs, and more. He breaks down the rules, explains the available options, and shares practical steps to help you stay compliant and avoid costly tax mistakes.


    ๐Ÿ‘‰ Get the Free Tax Savings Starter Kit Built for Small Business Owners:
    https://www.taxsavingspodcast.com/starterkit

    ๐Ÿš€ Book your free demo call today. Click here or visit:
    https://taxelm.com/demo/


    Chapters

    00:45 Gambling Losses, BOI Reporting, and Moving an S Corp
    Mike explains gambling deductions, current BOI filing rules, and what happens when an S corporation moves states.

    05:40 The Augusta Rule, HSAs, and Nonprofit Approval
    Learn how to document Augusta Rule meetings, coordinate HSA contributions, and apply for 501(c)(3) status.

    10:20 Health-Sharing Plans, Late 1099s, and Estimated Tax Penalties
    Mike covers health-sharing deductions, missed 1099 deadlines, and penalties after a late-year property sale.

    16:25 Seasonal Income, Inventory Credit, and Pre-Revenue Businesses
    Find out how seasonal businesses handle estimated taxes, how much inventory to finance, and what to file before earning revenue.

    20:15 Late Schedule C Filings, C Corp Owner Pay, and Vehicle Write-Offs
    Mike explains prior-year Schedule C filings, how C corporation owners are paid, and choosing between mileage and actual vehicle expenses.


    Resources Mentioned:

    ๐Ÿ‘‰ www.FinCen.gov


    Podcast Host:

    Mike Jesowshek, CPA โ€“ Founder and Host of Small Business Tax Savings Podcast
    Join TaxElm: https://taxelm.com

    ๐Ÿš€ Visit: https://www.TaxSavingsPodcast.com

    ๐Ÿš€ Check Out TaxElm: https://taxelm.com/

    ๐Ÿš€ Join our Free Facebook Group: https://www.facebook.com/groups/taxsavings/

    ๐Ÿš€ YouTube: www.TaxSavingsTV.com

    ๐Ÿ‘‹๐Ÿผ GET IN TOUCH
    You can Tweet @MJesowshek with any feedback, ideas, or thoughts about the lessons you've learned from the episodes. We want to thank you personally for tuning in ๐Ÿ™


    ๐Ÿ™ŒLEAVE A REVIEW
    If you enjoy the podcast, please leave a 5-star review on Apple Podcasts or Spotifyโ€”it helps more business owners find the show โญ


    ๐ŸŽ™ ABOUT THE PODCAST
    The Small Business Tax Savings Podcast is your go-to resource for cutting-edge tax strategies to help entrepreneurs legally slash their tax bills. Hosted by Mike Jesowshek, CPA, this show breaks down complex tax topics into clear, no-fluff insights so you can keep more of your hard-earned money.


    The 4 Financial Roles Every Small Business Owner Needs Jun 03, 2026
    Show notes

    Your CPA isnโ€™t saving you moneyโ€ฆ And itโ€™s probably not their fault.

    Many business owners expect their CPA to handle everything: bookkeeping, tax filing, tax strategy, and financial guidance.

    In this episode, Mike breaks down the four financial roles every business owner needs to understand: bookkeeper, tax preparer, tax strategist, and CFO or advisor. He explains what each role does, what they do not do, and how building the right financial team can help you stay compliant, make better decisions, and legally lower your tax bill.


    ๐Ÿ‘‰ Get the Free Tax Savings Starter Kit Built for Small Business Owners:
    https://www.taxsavingspodcast.com/starterkit

    ๐Ÿš€ Book your free demo call today. Click here or visit:
    https://taxelm.com/demo/



    Chapters

    01:45 The Four Financial Roles Every Business Owner Needs
    A strong financial team is usually made up of multiple roles, not one person. The key roles are bookkeeper, tax preparer, tax strategist, and CFO or advisor.

    02:00 The Bookkeeper: The Historian
    Bookkeepers track income, expenses, transactions, and financial statements. They help create clean, accurate books, but they usually do not provide tax strategy or planning advice.

    03:00 The Tax Preparer: The Reporter
    Tax preparers file returns using completed books and past financial data. Their work focuses on compliance, not optimization, which is why tax filing alone usually does not create tax savings.

    04:25 The Tax Strategist: The Architect
    Tax strategists look forward and build a plan to legally reduce taxes. This may include timing income, maximizing deductions, reviewing entity structure, and implementing proactive tax strategies.

    05:55 The CFO or Advisor: The Navigator
    A CFO or advisor focuses on bigger financial decisions like cash flow, growth, profitability, and next steps. This role becomes more important as the business scales.

    08:35 What a CPA Actually Is
    A CPA is a credential, not a guaranteed service package. Some CPAs prepare tax returns, some provide planning, some focus on bookkeeping, and some do not work in tax at all.

    11:35 Where TaxElm Fits Into the Financial Team
    TaxElm focuses on the tax strategy layer. It does not replace bookkeepers or tax preparers, but helps business owners with proactive year-round planning and strategy implementation.

    13:35 How to Know What Your Business Actually Needs
    The starting point depends on the gap in your business. Messy books point to bookkeeping, recurring surprise tax bills point to tax planning, and growth challenges may point to CFO-level advisory.

    16:00 A Simple Framework for Your Financial Team
    Business owners need clean books, accurate filing, proactive planning, and strategic growth.


    Podcast Host:

    Mike Jesowshek, CPA โ€“ Founder and Host of Small Business Tax Savings Podcast
    Join TaxElm: https://taxelm.com

    ๐Ÿš€ Visit: https://www.TaxSavingsPodcast.com

    ๐Ÿš€ Check Out TaxElm: https://taxelm.com/

    ๐Ÿš€ Join our Free Facebook Group: https://www.facebook.com/groups/taxsavings/

    ๐Ÿš€ YouTube: www.TaxSavingsTV.com


    ๐Ÿ‘‹๐Ÿผ GET IN TOUCH
    You can Tweet @MJesowshek with any feedback, ideas, or thoughts about the lessons you've learned from the episodes. We want to thank you personally for tuning in ๐Ÿ™


    ๐Ÿ™ŒLEAVE A REVIEW
    If you enjoy the podcast, please leave a 5-star review on Apple Podcasts or Spotifyโ€”it helps more business owners find the show โญ


    ๐ŸŽ™ ABOUT THE PODCAST
    The Small Business Tax Savings Podcast is your go-to resource for cutting-edge tax strategies to help entrepreneurs legally slash their tax bills. Hosted by Mike Jesowshek, CPA, this show breaks down complex tax topics into clear, no-fluff insights so you can keep more of your hard-earned money.


    Previous 1 2 3 4 44 Next

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