Podcast

The Tax Strategy Playbook

Author: David Wiener, "Mr. Cash Flow"
Feed episode count: 19
Official site: https://taxstrategyplaybook.com
RSS: https://api.riverside.fm/hosting/qAoIrP0O.rss
JSON: /v1/public/podcasts/the-tax-strategy-playbook-7760433
Markdown: /podcast/the-tax-strategy-playbook-7760433.md

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.

Episodes

Jul 14, 2026 · not_requested

The 5 Assets That'll Save Your Heirs (and the 5 That'll Destroy Them)

Duration seconds: 1503
Source: https://api.riverside.com/hosting-analytics/media/25cb1fd691707cb057027af7dfdb8db51695952e6b05b39dd273755c9c2b289d/eyJlcGlzb2RlSWQiOiI2YTU4YTM1ZC0wOWMyLTRkZjgtOTBlMC1mODIyNTRlOTlmMGUiLCJwb2RjYXN0SWQiOiI4NDdiYmJiNy0zZjM3LTQwM2UtYTI3My1lODM5MjJmNzcwYzgiLCJhY2NvdW50SWQiOiI2OTdiOGE0NmMzYTNjN2MxYzdiMmMyMmYiLCJwYXRoIjoibWVkaWEvY2xpcHMvNmE0OTBiYTBkNjYzNjI4OWVjNmFiZDdiL3BvZGNhc3Qtc3R1ZGlvLVRlZGZqLWNvbXBvc2VyLTIwMjYtNy00X18xNS0zMy0yMC5tcDMifQ==.mp3

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Jul 7, 2026 · not_requested

Cost Segregation + Opportunity Zones 2.0: The Tax Strategy Nobody's Talking About

Duration seconds: 2806
Source: https://api.riverside.com/hosting-analytics/media/7992a17e828aa4e162b42b01505c6bb8a6ff7f26ba6b9a9d9604fa6dbaf219d1/eyJlcGlzb2RlSWQiOiIwZDdhY2I1NC01YmQxLTQzNjYtYTBmMy0zNjZiMTFhM2U5MGYiLCJwb2RjYXN0SWQiOiI4NDdiYmJiNy0zZjM3LTQwM2UtYTI3My1lODM5MjJmNzcwYzgiLCJhY2NvdW50SWQiOiI2OTdiOGE0NmMzYTNjN2MxYzdiMmMyMmYiLCJwYXRoIjoibWVkaWEvY2xpcHMvNmE0MDQ3MzdjOTI0YWQzMWU1YjJkNDAxL3BvZGNhc3Qtc3R1ZGlvLVRlZGZqLWNvbXBvc2VyLTIwMjYtNi0yN19fMjMtNTctMTEubXAzIn0=.mp3

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Jun 30, 2026 · not_requested

The Cost Segregation Deduction Trap That Catches Investors Off Guard

Duration seconds: 1174
Source: https://api.riverside.com/hosting-analytics/media/d562998ce728d9211830345aa93e20c0c0682b9caa844e73baf4caaa79d4e1d0/eyJlcGlzb2RlSWQiOiI1MGI4YjdkNy0wNGUwLTQzYjQtOGY5OS1kNTlmOTlkNzZkYTciLCJwb2RjYXN0SWQiOiI4NDdiYmJiNy0zZjM3LTQwM2UtYTI3My1lODM5MjJmNzcwYzgiLCJhY2NvdW50SWQiOiI2OTdiOGE0NmMzYTNjN2MxYzdiMmMyMmYiLCJwYXRoIjoibWVkaWEvY2xpcHMvNmEzZDJmMTQ0ZGY0MTM5MDBjODE3ZDdlL3BvZGNhc3Qtc3R1ZGlvLVRlZGZqLWNvbXBvc2VyLTIwMjYtNi0yNV9fMTUtMzctMjQubXAzIn0=.mp3

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Jun 23, 2026 · not_requested

Former IRS Agent: Why Syndicated Conservation Easements Are About to Blow Up

Duration seconds: 1895
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Jun 16, 2026 · not_requested

Bad Timing Costs You More Than Bad Investments Ever Will - The Cash Flow Clock

Duration seconds: 2224
Source: https://api.riverside.com/hosting-analytics/media/615dd0e978aeeaf62b9df674a4bbdbb1feae7b966d63d51fa3e6f8fbf9a1c75a/eyJlcGlzb2RlSWQiOiJiYWU2NzczZS1hNTlhLTQ2ZDctYTY1ZC05N2FkNjUxZDY0ZWMiLCJwb2RjYXN0SWQiOiI4NDdiYmJiNy0zZjM3LTQwM2UtYTI3My1lODM5MjJmNzcwYzgiLCJhY2NvdW50SWQiOiI2OTdiOGE0NmMzYTNjN2MxYzdiMmMyMmYiLCJwYXRoIjoibWVkaWEvY2xpcHMvNmExMWNjNDRhMjdmOWEyZDRkODU4N2Q4L3BvZGNhc3Qtc3R1ZGlvLVRlZGZqLWNvbXBvc2VyLTIwMjYtNS0yM19fMTctNDgtMjAubXAzIn0=.mp3

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Jun 9, 2026 · not_requested

Former IRS Attorney Reveals 7 Real Estate Tax Traps Destroying Investor Wealth

Duration seconds: 3269
Source: https://api.riverside.com/hosting-analytics/media/513a569fd8d953d7633e6cf5acdcee70d25054b9588f22c2ce5e367cbeec0e99/eyJlcGlzb2RlSWQiOiIzOTVlZTc0NS1iMDZkLTQwNjQtYTgzOS1kMmViNWIyNDQ1ODQiLCJwb2RjYXN0SWQiOiI4NDdiYmJiNy0zZjM3LTQwM2UtYTI3My1lODM5MjJmNzcwYzgiLCJhY2NvdW50SWQiOiI2OTdiOGE0NmMzYTNjN2MxYzdiMmMyMmYiLCJwYXRoIjoibWVkaWEvY2xpcHMvNmExMGI0OGJmNzk2YWM3NWMyYTE0MTM2L3BvZGNhc3Qtc3R1ZGlvLVRlZGZqLWNvbXBvc2VyLTIwMjYtNS0yMl9fMjEtNTQtNTEubXAzIn0=.mp3

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Jun 2, 2026 · not_requested

How Tired Landlords Are Escaping $1M Tax Bills Using DST 1031 (Without Buying Another Property)

Duration seconds: 2484
Source: https://api.riverside.com/hosting-analytics/media/f3934666303a310daf6abddc0276b0ee96d7de2bfea61d4c90c5105ce4224ca4/eyJlcGlzb2RlSWQiOiIzMmZiODNhNy03OTQ1LTQwY2QtYWQ1Yy0yZWJhOTA5YzRkNDUiLCJwb2RjYXN0SWQiOiI4NDdiYmJiNy0zZjM3LTQwM2UtYTI3My1lODM5MjJmNzcwYzgiLCJhY2NvdW50SWQiOiI2OTdiOGE0NmMzYTNjN2MxYzdiMmMyMmYiLCJwYXRoIjoibWVkaWEvY2xpcHMvNmEwZjkyM2ZkMzRlMjg4MThkMTc4NWUyL3BvZGNhc3Qtc3R1ZGlvLVRlZGZqLWNvbXBvc2VyLTIwMjYtNS0yMl9fMS0xNi0xNS5tcDMifQ==.mp3

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May 26, 2026 · not_requested

Tax Strategy vs TikTok Hacks: 7 Viral Myths That Trigger Audits

Duration seconds: 1470
Source: https://api.riverside.com/hosting-analytics/media/e20aabfa9266ef4943e6f9fdfd334827276a9810b3b85955bba0464cee09c709/eyJlcGlzb2RlSWQiOiJlNDg0MmI3NS01OGI0LTRkZTktOWUwMC0zMDc4NGI5OWVhN2QiLCJwb2RjYXN0SWQiOiI4NDdiYmJiNy0zZjM3LTQwM2UtYTI3My1lODM5MjJmNzcwYzgiLCJhY2NvdW50SWQiOiI2OTdiOGE0NmMzYTNjN2MxYzdiMmMyMmYiLCJwYXRoIjoibWVkaWEvY2xpcHMvNmEwYjcyYjA5NjYzOTQwYTllZDgwYTNhL3BvZGNhc3Qtc3R1ZGlvLVRlZGZqLWNvbXBvc2VyLTIwMjYtNS0xOF9fMjItMTItMzIubXAzIn0=.mp3

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May 19, 2026 · not_requested

$200K Investment → $81K Tax Savings? The Oil & Gas Strategy Explained

Duration seconds: 2023
Source: https://api.riverside.com/hosting-analytics/media/25fca4bf50131723df0497ac54711ab6371c72714dc4f02c6268b84831b12722/eyJlcGlzb2RlSWQiOiI1ZjdiMjRmYS00NTg4LTQ5OWItYmE4NS05Mzk3NDQwOWZkNDYiLCJwb2RjYXN0SWQiOiI4NDdiYmJiNy0zZjM3LTQwM2UtYTI3My1lODM5MjJmNzcwYzgiLCJhY2NvdW50SWQiOiI2OTdiOGE0NmMzYTNjN2MxYzdiMmMyMmYiLCJwYXRoIjoibWVkaWEvY2xpcHMvNmEwNGM2YzlhNTE2NWZjNTI0Njg5YzU3L3BvZGNhc3Qtc3R1ZGlvLVRlZGZqLWNvbXBvc2VyLTIwMjYtNS0xM19fMjAtNDUtMjkubXAzIn0=.mp3

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May 12, 2026 · not_requested

Short-Term Rental Tax Strategy: Crush Your W‑2 Bill With Cost Seg

Duration seconds: 2253
Source: https://api.riverside.com/hosting-analytics/media/27895379fcc7c8592de47ff5c352a27aec6db02f96841290030a3e317f93af33/eyJlcGlzb2RlSWQiOiIwOWI2ZmEyZS0xYzgyLTQwNDMtYmQzNC1lOTc5OWNiMTE0MmQiLCJwb2RjYXN0SWQiOiI4NDdiYmJiNy0zZjM3LTQwM2UtYTI3My1lODM5MjJmNzcwYzgiLCJhY2NvdW50SWQiOiI2OTdiOGE0NmMzYTNjN2MxYzdiMmMyMmYiLCJwYXRoIjoibWVkaWEvY2xpcHMvNmEwMDliZGJhNDhhMmI1YWM1YmUyYWNlL3BvZGNhc3Qtc3R1ZGlvLVRlZGZqLWNvbXBvc2VyLTIwMjYtNS0xMF9fMTYtNTMtMTUubXAzIn0=.mp3

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May 5, 2026 · not_requested

$100K+ R&D Tax Credit You’re Leaving on the Table (No Lab Coats Needed) 2026

Duration seconds: 2155
Source: https://api.riverside.com/hosting-analytics/media/2626a0d0783f39067b09ba595085434fbfacb71f00a66704f22de01a9f01ceef/eyJlcGlzb2RlSWQiOiI2M2I2NzQyZC1hY2VjLTRmZTQtODk2ZC1jNDk3MGRmZWYxNjgiLCJwb2RjYXN0SWQiOiI4NDdiYmJiNy0zZjM3LTQwM2UtYTI3My1lODM5MjJmNzcwYzgiLCJhY2NvdW50SWQiOiI2OTdiOGE0NmMzYTNjN2MxYzdiMmMyMmYiLCJwYXRoIjoibWVkaWEvY2xpcHMvNjlmMGJhOTQxZmMzMzkyNWRmYjlkZGNmL3BvZGNhc3Qtc3R1ZGlvLVRlZGZqLWNvbXBvc2VyLTIwMjYtNC0yOF9fMTUtNDgtNC5tcDMifQ==.mp3

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Apr 28, 2026 · not_requested

Section 179D Tax Deduction Ends June 30 2026: Unlock $1M+ Savings Before It's Gone!

Duration seconds: 1997
Source: https://api.riverside.com/hosting-analytics/media/e09d2ef52d6637b4b975b9eb054a81deaa6b57d4fd43f58b0561ec88f81e6b3c/eyJlcGlzb2RlSWQiOiJmZTMyOGIwNi1iOTk0LTRiOWItOGRjZS1mOWVkZjY5Mjg3NjgiLCJwb2RjYXN0SWQiOiI4NDdiYmJiNy0zZjM3LTQwM2UtYTI3My1lODM5MjJmNzcwYzgiLCJhY2NvdW50SWQiOiI2OTdiOGE0NmMzYTNjN2MxYzdiMmMyMmYiLCJwYXRoIjoibWVkaWEvY2xpcHMvNjllYTE1YWExMzY2ZGI5Y2Q0MmFkMzJjL3BvZGNhc3Qtc3R1ZGlvLVRlZGZqLWNvbXBvc2VyLTIwMjYtNC0yM19fMTQtNTAtNTAubXAzIn0=.mp3

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Apr 21, 2026 · not_requested

This Tax Strategy Could Save You More Than Your Next Deal Makes

Duration seconds: 2827
Source: https://api.riverside.com/hosting-analytics/media/e868e7c8ad767c228d461f3750301d1f4a787c1560915ee9ec9b0c1319eeae5b/eyJlcGlzb2RlSWQiOiI3YzNjOWY0NC04M2E5LTQzNmMtYTEzMy00OWM0YmQ2NGI5OTIiLCJwb2RjYXN0SWQiOiI4NDdiYmJiNy0zZjM3LTQwM2UtYTI3My1lODM5MjJmNzcwYzgiLCJhY2NvdW50SWQiOiI2OTdiOGE0NmMzYTNjN2MxYzdiMmMyMmYiLCJwYXRoIjoibWVkaWEvY2xpcHMvNjlkMDJhMGY0OTFjNzEwOTU2NzlmYjJkL3BvZGNhc3Qtc3R1ZGlvLVRlZGZqLWNvbXBvc2VyLTIwMjYtNC0zX18yMi01OC01NS5tcDMifQ==.mp3

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Apr 14, 2026 · not_requested

You Don't Have a Tax Problem—It's a STRATEGY Problem Killing Cash Flow

Duration seconds: 2400
Source: https://api.riverside.com/hosting-analytics/media/5189d60c06cbd1a5602e9ae677ca51a511088d771dbc1aa7dcb49031657ac2a3/eyJlcGlzb2RlSWQiOiIwZmExZGQxYy04MGUwLTQ3ZDUtYTBhZC1iNGZjMTc5ZDg5YjgiLCJwb2RjYXN0SWQiOiI4NDdiYmJiNy0zZjM3LTQwM2UtYTI3My1lODM5MjJmNzcwYzgiLCJhY2NvdW50SWQiOiI2OTdiOGE0NmMzYTNjN2MxYzdiMmMyMmYiLCJwYXRoIjoibWVkaWEvY2xpcHMvNjljZDI1ZGVmMGRkM2Q5ZjIxMjZlNDg2L3BvZGNhc3Qtc3R1ZGlvLVRlZGZqLWNvbXBvc2VyLTIwMjYtNC0xX18xNi00LTE0Lm1wMyJ9.mp3

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Apr 7, 2026 · not_requested

2025 Tax Bill: How ‘One Big Beautiful Bill’ Helps Small Businesses & Real Estate Investors

Duration seconds: 1321
Source: https://api.riverside.com/hosting-analytics/media/82323339af862b715fcbcf3e6f56feb410aea732f603195bfd6c902c9ecfaa96/eyJlcGlzb2RlSWQiOiI0NGI0ODMzYi1iYzY2LTQxZjAtOTg3MC02MjgwM2Q5MDVjMjAiLCJwb2RjYXN0SWQiOiI4NDdiYmJiNy0zZjM3LTQwM2UtYTI3My1lODM5MjJmNzcwYzgiLCJhY2NvdW50SWQiOiI2OTdiOGE0NmMzYTNjN2MxYzdiMmMyMmYiLCJwYXRoIjoibWVkaWEvY2xpcHMvNjljOTM2MWZhN2EwYWVmYjY0YmEyNTUwL3BvZGNhc3Qtc3R1ZGlvLVRlZGZqLWNvbXBvc2VyLTIwMjYtMy0yOV9fMTYtMjQtMzEubXAzIn0=.mp3

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Mar 31, 2026 · not_requested

Your Rental Losses Might Be Useless Unless You Know This IRS Rule

Duration seconds: 2666
Source: https://api.riverside.com/hosting-analytics/media/d7e998db68327d4db7014338867525e420c2253fd2456493868f614cb4d42624/eyJlcGlzb2RlSWQiOiIxMDJjZjRmMy0wYTE1LTQ5N2ItYjRiYS04NjRkZTBmODlhODkiLCJwb2RjYXN0SWQiOiI4NDdiYmJiNy0zZjM3LTQwM2UtYTI3My1lODM5MjJmNzcwYzgiLCJhY2NvdW50SWQiOiI2OTdiOGE0NmMzYTNjN2MxYzdiMmMyMmYiLCJwYXRoIjoibWVkaWEvY2xpcHMvNjliZDdmMjdhOWQ3NTE3MGYyNWEyYTczL3BvZGNhc3Qtc3R1ZGlvLVRlZGZqLWNvbXBvc2VyLTIwMjYtMy0yMF9fMTgtOC01NS5tcDMifQ==.mp3

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Mar 24, 2026 · not_requested

LLC vs S Corp: The Entity Mistakes Costing Real Estate Investors Thousands

Duration seconds: 2173
Source: https://api.riverside.com/hosting-analytics/media/44c3e0c86286e88659f72f31280bb4ce81e7066b5cd132a7b2796374509ca347/eyJlcGlzb2RlSWQiOiJkMThiMDdlZC1mMjVlLTRkYWUtODhiNi04NzZiZGIyOGJlMzMiLCJwb2RjYXN0SWQiOiI4NDdiYmJiNy0zZjM3LTQwM2UtYTI3My1lODM5MjJmNzcwYzgiLCJhY2NvdW50SWQiOiI2OTdiOGE0NmMzYTNjN2MxYzdiMmMyMmYiLCJwYXRoIjoibWVkaWEvY2xpcHMvNjliYjA0OGIwZWM4MjcyN2MyZDkyN2UxL3BvZGNhc3Qtc3R1ZGlvLVRlZGZqLWNvbXBvc2VyLTIwMjYtMy0xOF9fMjEtMS0xNS5tcDMifQ==.mp3

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Mar 17, 2026 · not_requested

Stop Overpaying Taxes: Cost Segregation and Bonus Depreciation Explained

Duration seconds: 1031
Source: https://api.riverside.com/hosting-analytics/media/da395332d4accde7d57cd4cf34df78f7dab87ea220ab85ba4aa960ea35a56681/eyJlcGlzb2RlSWQiOiI5MjU0MDg1Yy1kOTlhLTRiYTEtYTQ2OS1iMmM2OThhYWRjNTQiLCJwb2RjYXN0SWQiOiI4NDdiYmJiNy0zZjM3LTQwM2UtYTI3My1lODM5MjJmNzcwYzgiLCJhY2NvdW50SWQiOiI2OTdiOGE0NmMzYTNjN2MxYzdiMmMyMmYiLCJwYXRoIjoibWVkaWEvY2xpcHMvNjliMzFlNmY5MmE3ZmRlNzhmMjY2YWI5L3BvZGNhc3Qtc3R1ZGlvLVRlZGZqLWNvbXBvc2VyLTIwMjYtMy0xMl9fMjEtMTMtMzUubXAzIn0=.mp3

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Mar 9, 2026 · not_requested

Why Tax Strategy Is the Real Wealth Multiplier (and How Real Estate Investors Actually Use It).

Duration seconds: 1320
Source: https://api.riverside.com/hosting-analytics/media/b2b9cec4d3930c12c91895568912147a679a74b79723ec62e3427655b691b270/eyJlcGlzb2RlSWQiOiI1ZDBiMmExNC0zYzcxLTRkNmEtYjhjOC1jMWFmNDMwNzE5ZWYiLCJwb2RjYXN0SWQiOiI4NDdiYmJiNy0zZjM3LTQwM2UtYTI3My1lODM5MjJmNzcwYzgiLCJhY2NvdW50SWQiOiI2OTdiOGE0NmMzYTNjN2MxYzdiMmMyMmYiLCJwYXRoIjoibWVkaWEvY2xpcHMvNjlhZWMzYmU3MzE2MDhhMzZkMzFiZDNhL3BvZGNhc3Qtc3R1ZGlvLVRlZGZqLWNvbXBvc2VyLTIwMjYtMy05X18xMy01Ny0zNC5tcDMifQ==.mp3

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