{"podcast":{"title":"The Tax Strategy Playbook","slug":"the-tax-strategy-playbook-7760433","podcast_index_feed_id":7760433,"rss_url":"https://api.riverside.fm/hosting/qAoIrP0O.rss","website_url":"https://taxstrategyplaybook.com","image_url":"https://hosting-media.riverside.com/media/podcasts/847bbbb7-3f37-403e-a273-e83922f770c8/logos/2e74a69c-4cea-4a5e-9f86-9f08e7686b79.png","author":"David Wiener, \"Mr. Cash Flow\"","episode_count":19,"summary":"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.","last_synced_at":"2026-07-14T22:17:11.667852+00:00","page_url":"https://stenobird.com/podcast/the-tax-strategy-playbook-7760433"},"episode":{"title":"Former IRS Attorney Reveals 7 Real Estate Tax Traps Destroying Investor Wealth","slug":"former-irs-attorney-reveals-7-real-estate-tax-traps-destroying-investor-wealth","published_at":"2026-06-09T11:00:00+00:00","page_url":"https://stenobird.com/podcast/the-tax-strategy-playbook-7760433/former-irs-attorney-reveals-7-real-estate-tax-traps-destroying-investor-wealth","show_page_url":"https://stenobird.com/podcast/the-tax-strategy-playbook-7760433","url":"https://api.riverside.com/hosting-analytics/media/513a569fd8d953d7633e6cf5acdcee70d25054b9588f22c2ce5e367cbeec0e99/eyJlcGlzb2RlSWQiOiIzOTVlZTc0NS1iMDZkLTQwNjQtYTgzOS1kMmViNWIyNDQ1ODQiLCJwb2RjYXN0SWQiOiI4NDdiYmJiNy0zZjM3LTQwM2UtYTI3My1lODM5MjJmNzcwYzgiLCJhY2NvdW50SWQiOiI2OTdiOGE0NmMzYTNjN2MxYzdiMmMyMmYiLCJwYXRoIjoibWVkaWEvY2xpcHMvNmExMGI0OGJmNzk2YWM3NWMyYTE0MTM2L3BvZGNhc3Qtc3R1ZGlvLVRlZGZqLWNvbXBvc2VyLTIwMjYtNS0yMl9fMjEtNTQtNTEubXAzIn0=.mp3","audio_url":"https://api.riverside.com/hosting-analytics/media/513a569fd8d953d7633e6cf5acdcee70d25054b9588f22c2ce5e367cbeec0e99/eyJlcGlzb2RlSWQiOiIzOTVlZTc0NS1iMDZkLTQwNjQtYTgzOS1kMmViNWIyNDQ1ODQiLCJwb2RjYXN0SWQiOiI4NDdiYmJiNy0zZjM3LTQwM2UtYTI3My1lODM5MjJmNzcwYzgiLCJhY2NvdW50SWQiOiI2OTdiOGE0NmMzYTNjN2MxYzdiMmMyMmYiLCJwYXRoIjoibWVkaWEvY2xpcHMvNmExMGI0OGJmNzk2YWM3NWMyYTE0MTM2L3BvZGNhc3Qtc3R1ZGlvLVRlZGZqLWNvbXBvc2VyLTIwMjYtNS0yMl9fMjEtNTQtNTEubXAzIn0=.mp3","summary":"⚠️ Most real estate investors don't lose money on bad deals — they lose it on BAD TAX DECISIONS they didn't even know they were making. In this episode of The Tax Strategy Playbook, host David Wiener (Mr. Cash Flow) sits down with Scott Estill — a former IRS Senior Trial Attorney turned nationally recognized tax attorney, speaker, and author — to expose the 7 tax traps quietly destroying investor wealth in 2026. Scott spent years INSIDE the IRS. He's seen both sides of the audit table. Now he's revealing exactly what the IRS looks for, what trips investors up, and how to legally protect your wealth before that audit letter ever shows up. ### ✅ FREE RESOURCE MENTIONED: Grab the Real Estate Investors Tax Pitfall Checklist & Record-Keeping Playbook — covers all 7 traps, what to audit in your own setup, and Scott's 3-Question Filter. 👉 Subscribe FREE at: taxstrategyplaybook.com/newsletter --- ### 🔗 CONNECT WITH SCOTT ESTILL: 🌐 Website: scottestill.com 💼 LinkedIn: Search \"Scott Estill\" --- ### 📌 TIMESTAMPS: 00:00 — Introduction: Why bad tax decisions crush investors 02:57 — Meet Scott Estill: Former IRS Senior Trial Attorney 03:30 — Trap #1: Record-Keeping Nightmares 09:22 — Trap #2: Entity Misalignment & Dealer Status Danger 21:33 — Trap #3: Self-Directed IRA Prohibited Transactions 33:40 — Trap #4: Travel & Education Documentation 36:23 — Trap #5: Dealer vs. Investor Status 40:08 — Trap #6: Tax Strategy vs. Exit Plan 44:36 — Trap #7: The 3-Question Filter 51:46 — Your Do-This-This-Week Checklist 52:43 — Where to Find Scott Estill --- ### 🎙️ ABOUT THE TAX STRATEGY PLAYBOOK: Hosted by David Wiener (Mr. Cash Flow), The Tax Strategy Playbook delivers practical, battle-tested strategies for real estate investors and business owners who want to keep more of what the…","meta_description":"⚠️ Most real estate investors don't lose money on bad deals — they lose it on BAD TAX DECISIONS they didn't even know they were making. In this episode of…","key_points":[],"chapters":[],"topics":[],"duration_seconds":3269,"processing_state":"not_requested","actions":[{"name":"request_transcript","method":"POST","url":"https://stenobird.com/v1/public/podcasts/the-tax-strategy-playbook-7760433/episodes/former-irs-attorney-reveals-7-real-estate-tax-traps-destroying-investor-wealth/transcription-requests","description":"Idempotently request low-priority transcript generation for this episode."},{"name":"read_markdown","method":"GET","url":"https://stenobird.com/podcast/the-tax-strategy-playbook-7760433/former-irs-attorney-reveals-7-real-estate-tax-traps-destroying-investor-wealth.md","description":"Read the agent-friendly Markdown representation of this episode resource."}]}}