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The Tax Strategy Playbook is where real estate investors and business owners learn how to stop overpaying the IRS and turn taxes into an opportunity center instead of an annual pain point.
Each episode, host David Wiener (“Mr. Cash Flow”) sits down with CPAs, tax attorneys, cost segregation experts, and top investors to break down complex tax rules into clear, step‑by‑step strategies you can actually use.
You’ll hear real case studies, before‑and‑after numbers, and practical checklists on things like cost segregation, bonus depreciation, real estate professional status, short‑term rental strategies, entity structure, and more—without legalese or fluff. Expect straight talk, tactical advice you can hand to your CPA, and simple action items at the end of every show so you always know what to do next.
| Episode | Date |
|---|---|
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Former IRS Attorney Reveals 7 Real Estate Tax Traps Destroying Investor Wealth
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Jun 09, 2026 |
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How Tired Landlords Are Escaping $1M Tax Bills Using DST 1031 (Without Buying Another Property)
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Jun 02, 2026 |
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Tax Strategy vs TikTok Hacks: 7 Viral Myths That Trigger Audits
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May 26, 2026 |
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$200K Investment → $81K Tax Savings? The Oil & Gas Strategy Explained
|
May 19, 2026 |
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Short-Term Rental Tax Strategy: Crush Your W‑2 Bill With Cost Seg
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May 12, 2026 |
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$100K+ R&D Tax Credit You’re Leaving on the Table (No Lab Coats Needed) 2026
|
May 05, 2026 |
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Section 179D Tax Deduction Ends June 30 2026: Unlock $1M+ Savings Before It's Gone!
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Apr 28, 2026 |
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This Tax Strategy Could Save You More Than Your Next Deal Makes
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Apr 21, 2026 |
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You Don't Have a Tax Problem—It's a STRATEGY Problem Killing Cash Flow
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Apr 14, 2026 |
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2025 Tax Bill: How ‘One Big Beautiful Bill’ Helps Small Businesses & Real Estate Investors
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Apr 07, 2026 |
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Your Rental Losses Might Be Useless Unless You Know This IRS Rule
|
Mar 31, 2026 |
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LLC vs S Corp: The Entity Mistakes Costing Real Estate Investors Thousands
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Mar 24, 2026 |
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Stop Overpaying Taxes: Cost Segregation and Bonus Depreciation Explained
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Mar 17, 2026 |
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Why Tax Strategy Is the Real Wealth Multiplier (and How Real Estate Investors Actually Use It).
|
Mar 09, 2026 |