Invest Like a Billionaire

Advanced Tax Saving Strategies for Passive Investors

Sep 23, 2025
Tax strategists Amanda Han and Matt MacFarland from Keystone CPA share their expertise on ways to maximize gains while minimizing tax burdens for passive investors. They delve into the nuances of K-1 forms and the benefits of real estate professional status. Discover the 'lazy 1031' method and how strategic planning around sales can optimize returns. They also explore the short-term rental loophole and the importance of depreciation, revealing common pitfalls investors should avoid.
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ANECDOTE

Physician Uses Passive Losses To Cut Taxes

  • A physician client had about $1M passive income from surgery centers and used real estate losses to significantly cut taxes.
  • Matt MacFarland used this example to show passive investments can quickly save large amounts of tax for high earners.
ADVICE

Plan Taxes Early, Not In April

  • Start tax planning well before year-end to preserve options and implement strategies for the coming year.
  • Matt MacFarland advises planning earlier than April so advisors can shape actions rather than merely report past activity.
ADVICE

How To Qualify As Real Estate Professional

  • Consider qualifying as a real estate professional to let rental losses offset W-2 income if you meet the tests.
  • Amanda Han lists the rules: more real estate hours than other job, 750+ hours, and material participation (typically 500+ hours).
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