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Compliance & Audits Episodes

Gain insights into tax compliance and audit prevention strategies, focusing on how to navigate common pitfalls and avoid costly issues with the IRS.
Former IRS Agent: Why Syndicated Conservation Easements Are About to Blow Up
June 23, 2026

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

The IRS has recently announced a critical 90-day settlement window for syndicated conservation easements. After this period expires, participants could face a staggering 40% penalty and a near-complete loss of their claimed deductions. If you or your clients have ever been involved in a syndicated conservation easement, this episode is essential listening.Joining host David Wiener is Victoria Boon, a former IRS Senior Revenue Agent and Subject Matter Expert from the Large Business & Internat...
Tax Timing Mistakes That Cost You More Than Any Bad Deal
15
June 16, 2026

Tax Timing Mistakes That Cost You More Than Any Bad Deal

Bad Timing Costs You More Than Bad Investments Ever Will - The Cash Flow ClockOn The Tax Strategy Playbook, host David Wiener, known as "Mr. Cash Flow," dives deep into a critical financial concept with guest Gary Preisser. Gary is the Managing Partner of Stonebriar Wealth Advisors and the innovative creator of the Cash Flow Clock, a revolutionary framework designed to help business owners, real estate investors, and their CPAs move beyond reactive tax planning to proactively design wealth tha...
Tax Strategy vs TikTok Hacks: 7 Viral Myths That Trigger Audits
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May 26, 2026

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

Tax Strategy vs TikTok Hacks: 7 Viral Myths That Trigger AuditsAre you tired of scrolling through TikTok and seeing “tax hacks” and viral write-off tricks that could actually land you in hot water with the IRS? In this episode of The Tax Strategy Playbook, host David Wiener, also known as “Mr. Cash Flow,” cuts through the noise. He exposes 7 common social media tax myths that are actually audit bait and reveals the legitimate, long-term tax strategies that wealthy investors use instead.If yo...
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