Category: Real Estate Investing

Are You a Good Candidate for the STR Loophole Tax Strategy?

Want to lower your tax bill legally using real estate? In this video, we break down the Short-Term Rental (STR) tax strategy—often called the “STR loophole”—in plain English. You’ll learn:
• What the STR tax strategy actually is and how it works under current U.S. tax rules
• Who this strategy is best suited for (and who should probably avoid it)
• Common mistakes and pitfalls that can cause the strategy to backfire, trigger audits, or eliminate the tax benefits
This strategy can be powerful, but it’s not a shortcut and not for everyone. We’ll walk through the risks, compliance requirements, and why proper planning and documentation matter if you want to use it safely. ⚠️ Important: This video is for educational purposes only and is not tax or legal advice. Always consult a qualified CPA or tax professional before implementing any tax strategy.

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Hiring Contractors for Major Rehabs

Do you have a major rehab at one of your rental properties? Asking prospective contractors to allow you to interview their past and current customers is among the best things you can do to know you’re hiring the right contractor for the job!

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Reviewing a Seasoned Real Estate Portfolio

This video is a step-by-step review of a 15-building portfolio of well-seasoned, older buildings. It teaches you how to do the analysis, how to identify targets for sale, and strategies to improve your cash flow. This is a great resource for long-time investors to make a call on what to do with each of their properties in terms of cash flow, tax considerations and estate planning considerations.

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The Slow Motion 1031 Exchange

This video talks about what I call the Slow Motion 1031 Exchange. This complex tax planning topic is great if you 1.) have properties that you want or need to sell, 2.) want to defer capital gains taxes 3.) don’t love any deals right now as part of a potential 1031 Exchange and 4.) want to leave your options open in future years to be able to do a 1031 Exchange and buy a new property when you can potentially find a better deal!

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