{"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":"Cost Segregation + Opportunity Zones 2.0: The Tax Strategy Nobody's Talking About","slug":"cost-segregation-opportunity-zones-2-0-the-tax-strategy-nobody-s-talking-about","published_at":"2026-07-07T11:00:00+00:00","page_url":"https://stenobird.com/podcast/the-tax-strategy-playbook-7760433/cost-segregation-opportunity-zones-2-0-the-tax-strategy-nobody-s-talking-about","show_page_url":"https://stenobird.com/podcast/the-tax-strategy-playbook-7760433","url":"https://api.riverside.com/hosting-analytics/media/7992a17e828aa4e162b42b01505c6bb8a6ff7f26ba6b9a9d9604fa6dbaf219d1/eyJlcGlzb2RlSWQiOiIwZDdhY2I1NC01YmQxLTQzNjYtYTBmMy0zNjZiMTFhM2U5MGYiLCJwb2RjYXN0SWQiOiI4NDdiYmJiNy0zZjM3LTQwM2UtYTI3My1lODM5MjJmNzcwYzgiLCJhY2NvdW50SWQiOiI2OTdiOGE0NmMzYTNjN2MxYzdiMmMyMmYiLCJwYXRoIjoibWVkaWEvY2xpcHMvNmE0MDQ3MzdjOTI0YWQzMWU1YjJkNDAxL3BvZGNhc3Qtc3R1ZGlvLVRlZGZqLWNvbXBvc2VyLTIwMjYtNi0yN19fMjMtNTctMTEubXAzIn0=.mp3","audio_url":"https://api.riverside.com/hosting-analytics/media/7992a17e828aa4e162b42b01505c6bb8a6ff7f26ba6b9a9d9604fa6dbaf219d1/eyJlcGlzb2RlSWQiOiIwZDdhY2I1NC01YmQxLTQzNjYtYTBmMy0zNjZiMTFhM2U5MGYiLCJwb2RjYXN0SWQiOiI4NDdiYmJiNy0zZjM3LTQwM2UtYTI3My1lODM5MjJmNzcwYzgiLCJhY2NvdW50SWQiOiI2OTdiOGE0NmMzYTNjN2MxYzdiMmMyMmYiLCJwYXRoIjoibWVkaWEvY2xpcHMvNmE0MDQ3MzdjOTI0YWQzMWU1YjJkNDAxL3BvZGNhc3Qtc3R1ZGlvLVRlZGZqLWNvbXBvc2VyLTIwMjYtNi0yN19fMjMtNTctMTEubXAzIn0=.mp3","summary":"On July 4, 2025, the One Big Beautiful Bill Act made Opportunity Zones a permanent part of the tax code. On June 18, 2026, the IRS released Notice 2026-40 — brand-new transitional guidance on the handoff from Opportunity Zone 1.0 to Opportunity Zone 2.0. My guest, Jason Watkins, CPA and Chair of the Novogradac Opportunity Zones Working Group, had less than 24 hours with the notice before joining me to break it down. In this episode of The Tax Strategy Playbook, Jason and I cover exactly what changed and what it means if you have a capital gain in 2026. You'll learn: ✅ What a Qualified Opportunity Fund (QOF) is and how the capital gains deferral actually works ✅ Why Opportunity Zones becoming permanent under the One Big Beautiful Bill Act matters for investors ✅ The new rolling 5-year deferral and basis step-up: 10% tax-free for urban investments, 30% tax-free for rural ✅ The tax-free 10-year exit — and why there's no bonus depreciation recapture at sale ✅ The critical 180-day investment window, and why it can stretch to nearly 21 months for pass-through gains ✅ IRS Notice 2026-40: the working capital safe harbor, the 10% raised / 5% spent test, and the December 31, 2026 deadline for Opportunity Zone 1.0 census tracts ✅ The difference between an actual inclusion event and a deemed inclusion — and why it matters if you want to redefer your gain into 2027 ✅ How an engineering-based cost segregation study stacks with OZ tax deferral on real estate acquired inside a Qualified Opportunity Fund ✅ Red flags to watch for before investing in a QOF, including the 7% IRS underpayment penalty for non-compliant funds Jason also shares data on the program's real-world impact, citing EIG research on new housing units created in Opportunity Zones since 2018 — figures worth verifying di…","meta_description":"On July 4, 2025, the One Big Beautiful Bill Act made Opportunity Zones a permanent part of the tax code. On June 18, 2026, the IRS released Notice 2026-40…","key_points":[],"chapters":[],"topics":[],"duration_seconds":2806,"processing_state":"not_requested","actions":[{"name":"request_transcript","method":"POST","url":"https://stenobird.com/v1/public/podcasts/the-tax-strategy-playbook-7760433/episodes/cost-segregation-opportunity-zones-2-0-the-tax-strategy-nobody-s-talking-about/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/cost-segregation-opportunity-zones-2-0-the-tax-strategy-nobody-s-talking-about.md","description":"Read the agent-friendly Markdown representation of this episode resource."}]}}