Anderson Business Advisors Podcast

Anderson Business Advisors Podcast

Real Estate Investors, Stock Traders, and Business Owners guide to preserve their wealth, protect their assets, and prosper in the future.

Episodes

September 8, 2026 65 mins

Thinking about turning your primary residence into a rental property? Before you hand over the keys to a tenant, there are important tax rules every homeowner and real estate investor should understand.

In this episode of Tax Tuesday, Anderson Advisors attorneys Eliot Thomas, Esq. and Amanda Wynalda, Esq. answer listener questions about converting a personal residence into a rental,...

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Alternative Real Estate Financing Strategies for Investors

In this episode, Clint Coons sits down with Randy Zimnoch of Optimus Capital to break down alternative real estate financing strategies for investors looking to access capital, scale their portfolios, and keep investment properties inside LLCs and other appropriate business structures.

Whether you're running into conventiona...

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September 1, 2026 50 mins

Ready to start your nonprofit? Schedule a FREE consultation 👉 https://aba.link/3bnk 

How can artificial intelligence help grow your 501(c)(3) nonprofit? Toby Mathis sits down with nonprofit attorney and former IRS Exempt Organizations expert Karim Hanafy to share six practical ways nonprofits can use AI for fundraising, donor outreach, grant research, marketing, social media, ...

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How the IRS Is Using AI to Audit Cost Segregation Studies

Request a FREE Cost Segregation Benefit Analysis 👉 https://aba.link/154828

Is the IRS using artificial intelligence to audit cost segregation studies and real estate investors? Toby Mathis sits down with Chris Streit of CSA Partners to explain how AI is changing IRS audits, why cost segregation studies are receiving increased scrutiny, and what real estate investors should ...

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In this Tax Tuesday replay, Anderson Business Advisors’ Barley Bowler, CPA, and Eliot Thomas, Esq. answer real-world tax questions on Roth IRA conversions, investing in real estate with retirement accounts, and depreciation after a 1031 exchange.

How can you estimate the tax impact of a Roth IRA conversion before filing your 2026 tax return? Is buying real estate through an HS...

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What are the biggest Social Security and retirement mistakes retirees make? Toby Mathis and Erin Moriarity break down when to claim Social Security, Social Security taxes, Roth conversions, Medicare and IRMAA surcharges, the 4% rule, retirement income strategies, long-term care costs, and how to avoid running out of money in retirement. 

Learn how smarter Social Security planning, Medicare planning, tax strategies, and retirem...

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Trader Status has far more tax-saving potential than most investors realize, going well beyond basic investment deductions in this insightful conversation with tax experts Toby Mathis and Jeff Cottle from Anderson Advisors.

Interested in learning more about tax strategies for traders? Schedule a free consultation here 👉 https://aba.link/mwi8

Learn the key differences between an investor and a trader under IRS rules and why qualify...

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In this episode, Anderson attorneys Amanda Wynalda, Esq., and Eliot Thomas, Esq., answer listener questions on tax planning, entity structuring, and asset protection for real estate investors. They discuss the best tax strategies for investors who own multiple rental properties as sole proprietors and examine whether converting an S Corporation that owns rental property into an LLC could trigger property tax reassessments or other ...

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Want to build a million-dollar retirement without guessing on stocks? In this video, Toby Mathis, Esq. is joined by Eliot Thomas, Esq. of Anderson Business Advisors to break down how the type of account you use—like a taxable brokerage account versus an IRA or 401(k)—can make a massive difference in how fast your money grows. 

Would you like to learn more about protecting your assets and minimizing taxes? Schedule ...

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In this Tax Tuesday episode, Anderson Advisors' Barley Bowler, CPA, and Eliot Thomas, Esq., answer listener questions covering entity structuring, real estate tax planning, investing, and charitable giving strategies. They explain when it makes sense to form an LLC or S Corporation for a real estate flipping business and whether new investors should wait until after closing their first deal. They also discu...

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Interested in learning how to hide your real estate with a land trust? Schedule a free consultation here: https://aba.link/rcvw

In this podcast, Toby Mathis sits down with attorney and asset protection expert Amanda Wynalda to explain why keeping your real estate ownership public can put your finances, privacy, and future at risk.

You’ll learn how lawsuits really happen, why newer investors are often the most vulnerable, and ...

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Would you like to learn more about protecting your assets and minimizing taxes? Schedule a free consultation here: https://aba.link/964265

Today, we're discussing a significant tax credit, the Eligible Automatic Contribution Arrangement (EACA), which means actual dollars in your pocket, not just a tax deduction.

Savannah Wallace, one of our expert attorneys, joins to explain how this finance strategy can help you save money on taxe...

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Join Eliot Thomas, Esq. and Amanda Wynalda, Esq. for this Tax Tuesday replay as they discuss whether you can use a 1031 exchange to buy land for a subdivision, key IRS rules to know, and common mistakes investors should avoid.

Sign up for a Free Tax & Asset Protection Workshop

https://aba.link/775860

Schedule Your FREE Consultation

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Show Notes:

0:00 Intro

8:57 If I sell a rental property, how can I do so,...

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Schedule Your FREE Consultation

https://aba.link/rf46

Sign up for a Free Tax & Asset Protection Workshop

https://aba.link/6e0740

Enjoy this full replay of Tax Tuesday.

Show Notes: 0:00 Intro

10:13 What is the difference between a Public Charity and a Private Foundation?

21:47 I have a single-family residence that I have owned and rented out for 10 years. I want to somehow use it for my public charity. Should I sell it and ...

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In this episode, Anderson Advisors' Barley Bowler, CPA, and Eliot Thomas, Esq., tackle listener tax questions spanning real estate, trading, and business structures. They explain how California's clawback rules and residency tests apply to precious metals gains when relocating to Tennessee, and outline how a trade structure with a corporate partner can shift trading income while avoiding personal holding company tax. Barley and Eli...

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In this episode, Anderson Business Advisors' Toby Mathis, Esq., and business advisor Eric Winkler break down three catastrophic mistakes people make when entering partnerships. They explore why failing to separate personal and business liability can expose partners to financial ruin, sharing real-life stories including three brothers who lost everything when a partner's personal debts wiped out their shared bank account. Toby and E...

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In this episode, Anderson attorneys Amanda Wynalda, Esq., and Eliot Thomas, Esq., tackle eight listener questions on a wide range of tax topics. They open with a deep dive into the tax advantages of purchasing property in an Opportunity Zone, covering both the original program and the newly reinvigorated Opportunity Zone 2.0 launching January 1, 2027, including deferral periods, stepped-up basis benefits, and rural vs. urban pathwa...

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In this episode of Tax Tuesday, Anderson Advisors' Barley Bowler, CPA, and Eliot Thomas, Esq., answer listener questions covering a broad range of real estate, retirement, and investment tax topics. They break down cost segregation studies and depreciation recapture, explaining how bonus depreciation accelerates deductions and how 1031 exchanges and stepped-up basis can help investors defer or eliminate gain entirely. They address ...

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In this episode, Anderson attorneys Amanda Wynalda, Esq., and Eliot Thomas, Esq., tackle a wide range of listener questions on tax strategy for real estate investors, business owners, and stock market traders. They dig into whether Section 187 depreciation on heavy equipment can offset capital gains from a property sale, and why material participation is critical for bonus depreciation to work. They clarify that real estate profess...

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In this episode, host Toby Mathis sits down with 529 plan expert Chris Stack to explore the surprisingly versatile — and widely misunderstood — ways these accounts can be used far beyond traditional college savings. Chris explains how 529 plans primarily benefit account owners, not just future students, offering tax-free compounding growth, powerful estate planning advantages, and remarkable flexibility in how and for w...

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