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The Tax Strategy Playbook

Todo

The Tax Strategy Playbook

David Wiener, "Mr. Cash Flow"

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

July 07, 2026 6:00am 46 min

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...

The Cost Segregation Deduction Trap That Catches Investors Off Guard

June 30, 2026 6:00am 19 min

Avoid a surprise irs tax recapture bill after your cost segregation study. Learn how to plan for the tax implications of selling property.Completing a cost segregation study is a standard strategy for real estate investo...

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

June 23, 2026 6:00am 31 min

The IRS just opened a 90-day settlement window — after that, it's 40% penalties and a near-total deduction wipeout. If you or any of your clients have ever participated in a syndicated conservation easement, this is the ...

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

June 16, 2026 6:00am 37 min

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...

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

June 09, 2026 6:00am 54 min

⚠️ 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 ...

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

June 02, 2026 6:00am 41 min

Are you a tired landlord sitting on hundreds of thousands — or even millions — in capital gains and depreciation recapture, terrified of the tax bill that comes with selling? You're not alone. And there IS a better way.I...

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

May 26, 2026 6:00am 24 min

Tired of TikTok “tax hacks” and viral write‑off tricks that could actually trigger an IRS audit? In this Tax Strategy Playbook episode, David Wiener (Mr. Cash Flow) exposes 7 social media tax myths and shows you the real...

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

May 19, 2026 6:00am 33 min

Here’s a revised YouTube description with a first paragraph that’s intentionally loaded with relevant keywords while still reading naturally.If you’re a high-income W-2 earner, 1099 professional, real estate investor, or...

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

May 12, 2026 6:00am 37 min

Real estate tax strategy with short-term rentals is one of the most powerful ways high-income W‑2 earners and business owners can legally slash their tax bill without real estate professional status. In this episode of T...

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

May 05, 2026 6:00am 35 min

$100K+ R&D TAX CREDIT 2026 EXPOSED – The Secret Dollar-for-Dollar IRS Tax Credit You’re Quietly Donating Every Year! Construction Tax Credits, Manufacturing Tax Credits, Software Development Tax Credit, Architecture & En...

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

April 28, 2026 6:00am 33 min

In this eye-opening episode of the Tax Strategy Playbook, David Wiener (Mr. Cash Flow) sits down with 179D expert Brian Broussard to reveal how commercial building owners, developers, and designers can still claim massiv...

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

April 21, 2026 6:00am 47 min

Real estate investors: stop writing massive checks to the IRS!Learn how a 1031 like-kind exchange lets you sell property, defer 100% of capital gains tax + depreciation recapture, and roll every dollar into bigger, bette...

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

April 14, 2026 6:00am 40 min

Landlords Don’t Have a Tax Problem—It's a STRATEGY Problem Killing Cash FlowMost landlords think they’re overpaying taxes. The truth? Their properties, tenant laws, and tax code are all pulling in opposite directions — q...

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

April 07, 2026 6:00am 22 min

Most business owners and real estate investors are about to sleepwalk past the biggest tax opportunity of the decade—and the IRS is counting on it.In this episode of The Tax Strategy Playbook, host David Wiener breaks do...

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

March 31, 2026 3:00am 44 min

Most real estate investors assume a cost segregation study automatically creates a tax win. But if the IRS sees your rental as passive, those losses may not offset your W-2 or business income the way you expected. In thi...

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

March 24, 2026 3:00am 36 min

You’re about to find out whether your LLC or S corp is quietly costing you thousands in taxes.In this episode of The Tax Strategy Playbook, host David Wiener sits down with Matt Bontrager, CPA, managing partner of TrueBo...

Stop Overpaying Taxes: Cost Segregation and Bonus Depreciation Explained

March 17, 2026 3:00am 17 min

This episode delves into the concept of cost segregation and bonus depreciation in real estate, explaining how it works, its benefits, myths, and considerations for choosing a quality cost segregation firm. The episode p...

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

March 09, 2026 8:56am 22 min

Stop letting the IRS be your biggest business partner. In this first episode of The Tax Strategy Playbook, host David Wiener (“Mr. Cash Flow”) sits down with tax strategist Greg Taylor to unpack the real reasons real est...

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