{"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":"Bad Timing Costs You More Than Bad Investments Ever Will - The Cash Flow Clock","slug":"bad-timing-costs-you-more-than-bad-investments-ever-will-the-cash-flow-clock","published_at":"2026-06-16T11:00:00+00:00","page_url":"https://stenobird.com/podcast/the-tax-strategy-playbook-7760433/bad-timing-costs-you-more-than-bad-investments-ever-will-the-cash-flow-clock","show_page_url":"https://stenobird.com/podcast/the-tax-strategy-playbook-7760433","url":"https://api.riverside.com/hosting-analytics/media/615dd0e978aeeaf62b9df674a4bbdbb1feae7b966d63d51fa3e6f8fbf9a1c75a/eyJlcGlzb2RlSWQiOiJiYWU2NzczZS1hNTlhLTQ2ZDctYTY1ZC05N2FkNjUxZDY0ZWMiLCJwb2RjYXN0SWQiOiI4NDdiYmJiNy0zZjM3LTQwM2UtYTI3My1lODM5MjJmNzcwYzgiLCJhY2NvdW50SWQiOiI2OTdiOGE0NmMzYTNjN2MxYzdiMmMyMmYiLCJwYXRoIjoibWVkaWEvY2xpcHMvNmExMWNjNDRhMjdmOWEyZDRkODU4N2Q4L3BvZGNhc3Qtc3R1ZGlvLVRlZGZqLWNvbXBvc2VyLTIwMjYtNS0yM19fMTctNDgtMjAubXAzIn0=.mp3","audio_url":"https://api.riverside.com/hosting-analytics/media/615dd0e978aeeaf62b9df674a4bbdbb1feae7b966d63d51fa3e6f8fbf9a1c75a/eyJlcGlzb2RlSWQiOiJiYWU2NzczZS1hNTlhLTQ2ZDctYTY1ZC05N2FkNjUxZDY0ZWMiLCJwb2RjYXN0SWQiOiI4NDdiYmJiNy0zZjM3LTQwM2UtYTI3My1lODM5MjJmNzcwYzgiLCJhY2NvdW50SWQiOiI2OTdiOGE0NmMzYTNjN2MxYzdiMmMyMmYiLCJwYXRoIjoibWVkaWEvY2xpcHMvNmExMWNjNDRhMjdmOWEyZDRkODU4N2Q4L3BvZGNhc3Qtc3R1ZGlvLVRlZGZqLWNvbXBvc2VyLTIwMjYtNS0yM19fMTctNDgtMjAubXAzIn0=.mp3","summary":"Bad timing destroys more wealth than bad investments ever will. In this episode of The Tax Strategy Playbook, David Wiener (Mr. Cash Flow) sits down with Gary Preisser — Managing Partner of Stonebriar Wealth Advisors and creator of the Cash Flow Clock — to break down exactly how business owners, real estate investors, and CPAs can stop reacting to tax disasters and start designing wealth that works on their terms. 💡 WHAT YOU'LL LEARN IN THIS EPISODE: ✅ What the Cash Flow Clock is and how to apply it to your portfolio today ✅ Why bad TIMING — not bad investments — destroys most financial plans ✅ The \"Lazy Zone,\" \"Safe Zone,\" and \"Volatility Zone\" of cash flow planning ✅ How asset location (not just allocation) could save you hundreds of thousands in taxes ✅ Why deferring taxes forever is a trap — and how to time your tax bracket strategically ✅ The Widow's Tax Trap that blindsides surviving spouses at the worst moment ✅ When Roth conversions make sense (and when they don't) ✅ How cost segregation, bonus depreciation, and big deduction years fit into lifetime tax planning ✅ Why CPAs must shift from tax preparation to tax planning — and how to do it without overhauling their practice ✅ The first 3 steps any business owner or real estate investor should take in the next 30 days 🕐 CHAPTERS: 00:00 – Introduction: Why timing destroys good investments 02:12 – Meet Gary Preisser & Stonebriar Wealth Advisors 03:36 – The real villain: bad timing, not bad decisions 05:04 – Real client case study: $10M portfolio, wrong asset location 07:31 – Tax planning vs. tax preparation (why April 14th is too late) 10:42 – What is the Cash Flow Clock? (Plain English breakdown) 14:06 – Lifetime tax planning for business owners & real estate investors 17:19 – Selling a business, retiring,…","meta_description":"Bad timing destroys more wealth than bad investments ever will. In this episode of The Tax Strategy Playbook, David Wiener (Mr. Cash Flow) sits down with…","key_points":[],"chapters":[],"topics":[],"duration_seconds":2224,"processing_state":"not_requested","actions":[{"name":"request_transcript","method":"POST","url":"https://stenobird.com/v1/public/podcasts/the-tax-strategy-playbook-7760433/episodes/bad-timing-costs-you-more-than-bad-investments-ever-will-the-cash-flow-clock/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/bad-timing-costs-you-more-than-bad-investments-ever-will-the-cash-flow-clock.md","description":"Read the agent-friendly Markdown representation of this episode resource."}]}}