Contact David Wiener for more information on Cost Segregation, Bonus Depreciation, 179D and R&D studies

Videos

April 25, 2026

LA Property Loses Millions Despite Upgrades! Real Estate Shock

This episode addresses critical misunderstandings in real estate investing, focusing on reinvestment requirements and tax strategy. We break down common misconceptions about capital gain when selling an investment property, especially concerning the need to utilize all proceeds for tax compliance. Understanding these personal finance principles is essential for effective wealth…

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April 24, 2026

1031 Exchange vs. Paying Capital Gains—The Math Might Shock You

Many real estate investors often see a large portion of their profits vanish due to capital gains taxes after selling an investment property. This video highlights the power of a "1031 exchange" as a crucial real estate tax strategy, allowing investors to defer capital gains and keep 100% of their…

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April 23, 2026

How $100K Turns Into $500K With One Move

This video highlights the significant advantage of strategic financial moves in real estate investing. By demonstrating how a 1031 exchange impacts investment property acquisition, we show the power of smart tax strategy. Understanding taxes is key to wealth building and maximizing your real estate portfolio. Your host: David Wiener, "Mr.…

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April 22, 2026

The Math Behind Turning $3.5M Into $12M #1031Exchange

This video illustrates a powerful strategy for real estate investing, showing how an investor can achieve significant wealth building. We break down the process of turning a modest initial investment into substantial real estate holdings over time. Discover how consistent property investing and strategic transactions are key to achieving financial…

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April 21, 2026

1031 Like-Kind Exchanges: Never Lose a Deal to Depreciation Recapture Again

Episode 6 of "The Tax Strategy Playbook" offers practical tax strategies specifically designed for real estate investors. This discussion focuses on effective tax planning, including specific landlord tax strategy insights for building a smart investment portfolio. 🏡💰 Real estate investors — if you’re selling a property and watching tens or…

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April 20, 2026

1031 Exchange Fast Isn't Always Best for Your Money!

Your host: David Wiener, "Mr. Cash Flow" mailto:David.wiener@cashflowstrategies.us 770-224-8504x2 Subscribe to The Tax Strategy Playbook Podcast Channel: https://www.youtube.com/@TaxStrategyPlaybookPodcast/?sub_confirmation=1 Get updates and resources on the latest tax strategies: https://www.taxstrategyplaybook.com/newsletter/

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April 19, 2026

The Underrated 1031 Exchange Depreciation Hack

We explore how to optimize a 1031 exchange by incorporating improvements to maximize real estate depreciation. This video emphasizes proactive real estate strategy and tax planning rather than impulsive decisions. Learn how to leverage bonus depreciation and other real estate tax strategy methods in your real estate investing for a…

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April 18, 2026

1031 Exchange Mistake Costing Investors Millions #realestate #taxhacks

Learn how strategic planning for your real estate investing can maximize your returns. We discuss how leveraging improvements in a 1031 exchange can lead to significant tax deductions and enhance your overall tax planning. This approach is key for any real estate investor focused on wealth building. Your host: David…

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April 17, 2026

Why Small Rental Portfolios Fail Financially

We discuss key cashflow killers for small rental portfolios, issues often not visible in listing photos. Rising home insurance costs, HOA stories, and real estate taxes significantly impact an investment property's profitability. Understanding these elements is crucial for effective property management and maintaining financial health. Your host: David Wiener, "Mr.…

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April 16, 2026

Landlord Survival 2026

Preparing for economic downturns is crucial for real estate investors. This video discusses essential risk management strategies for rental property owners, emphasizing the importance of proper tenant screening and rent collection procedures. We also highlight the critical role of having an eviction lawyer on speed dial and securing adequate insurance…

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April 15, 2026

Landlords Ignoring This Are Going Broke

Join us as Christian Walsh from Wired Associates shares crucial landlord tips and discusses common real estate investing mistakes. This episode provides invaluable landlord advice, guiding investors to design a five-year plan and leverage tax strategies for effective wealth building. Get ready for a clear checklist to enhance your portfolio!…

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April 14, 2026

Renovations Didn't Matter: $2M Vanished Anyway

This video examines a 30+ unit building that lost over $2 million in value despite significant upgrades and increased rents, highlighting critical issues in real estate investing. We discuss how such a substantial loss in the real estate market can occur, even with improved property management. Understanding these dynamics is…

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April 14, 2026

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

Many landlords face strategy problems, not just tax issues, leading to financial leaks in their real estate investing portfolios. This episode of The Tax Strategy Playbook helps identify these leaks and outlines a more intentional landlord game plan, focusing on effective tax strategy. Learn how to optimize your real estate…

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April 12, 2026

5 Game Changers in the OBBBA!

This video breaks down key changes in the OBBBA tax law, focusing on how these adjustments can impact your income and investments. We discuss significant tax deductions and how elements like cost segregation on your business assets can be leveraged for effective tax planning. Don't miss out on understanding the…

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April 11, 2026

New Deduction Just Changed Everything for Leveraged Businesses

Understanding how debt can be a powerful tool for small businesses is essential for financial management. When financing growth, equipment, or commercial properties, interest rates on incurred debt financing are often subject to tax deductions. This approach not only reduces the after-tax cost of borrowing but also plays a crucial…

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April 10, 2026

Your Income Gets a 20% OFF Coupon! 🤑

This video delves into the 20% Qualified Business Income (QBI) Deduction, emphasizing its role as a significant financial lever for small business owners. Understanding this aspect of the new tax law is crucial for effective tax planning and maximizing tax deductions. Discover how this deduction can offer considerable llc tax…

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April 9, 2026

7 Tips to make your tax planning meetings count! #obbba #tax

Understanding the recent tax bill offers a significant opportunity for business owners and real estate investing. This video highlights how entity choice and business structure are now central to effective tax planning for small business. Learn to leverage powerful tax deductions to optimize your financial outcomes.

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April 8, 2026

2025 Law IRS Hammer or Your Wealth Weapon?

We discuss how The One Big Beautiful Bill, a robust business strategy and a simple system can be powerful tools for wealth building. Real estate investing, when combined with effective tax strategy, offers a path to financial success. Learn how to optimize your financial approach and grow your money.

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April 7, 2026

Short Term Rentals WARNING: Avoid Audit Traps #shorttermrental #irs

Understanding the true intent behind operating a property as a short term rental is crucial to avoid an irs audit. This video clarifies why a genuine desire for profit maximization is key, especially when considering how it interacts with your w2 income. Proper tax planning is essential for any real…

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April 7, 2026

Stop Tax Surprises Talk to Your CPA EARLY!

To avoid surprises at tax time, it's crucial to engage in proactive discussions with your financial advisor, especially if your investment strategies have shifted. Effective tax planning and a solid tax strategy are essential for anyone involved in real estate or operating a small business. Ensure your accounting professional is…

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April 7, 2026

How Much Rental Loss Can You Actually Deduct #taxes #landlord

Understanding rental loss rules is essential for optimizing your real estate investing strategy. This video clarifies how individuals can utilize tax deductions for rental losses against active income, especially if they are under certain income thresholds. We discuss the phase-out ranges to help you with effective tax planning and ensure…

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April 7, 2026

Passive vs non-passive: the difference that matters #financialliteracy #taxes

Understanding your diverse income streams is fundamental for any taxpayer or investor. This video guides you through differentiating between passive and non-passive income, which is crucial for effective money management. Learn how to document your financial picture to optimize your tax strategy and improve overall tax planning, especially concerning real…

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April 7, 2026

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

*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 down the 2025 “One Big Beautiful Bill” and shows you, step by step,…

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April 7, 2026

Passive Real Estate Losses IRS Trap To Avoid!

Are you a real estate investor confused about passive versus active income? This video clarifies how the IRS distinguishes between the two, providing essential financial education to help you understand your tax obligations. We offer practical tax tips to navigate complex regulations and ensure proper asset protection, helping you avoid…

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