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High-income earners are increasingly using short-term rentals (STRs) as a tax strategy — but how does the “short-term rental loophole” actually work? In this video, we explain how short-term rentals can allow investors to offset active income (like W2 wages or business income) with real estate losses — something traditional rental properties typically cannot do. Key topics covered: • Why short-term rentals (average stays of 7 days or less) are treated as a business, not passive real estate • How material participation allows losses to offset active income • How cost segregation and bonus depreciation can accelerate deductions • Why this strategy appeals to high-income professionals who don’t qualify as real estate professionals • The risks of relying on tax benefits without strong cash flow fundamentals • How deferred taxes today can create future tax liabilities • Why the property must make sense as an investment — not just a tax play While the tax benefits can be powerful, successful STR investing requires careful planning, realistic income assumptions, and a long-term financial strategy. #ShortTermRental #RealEstateTax #TaxStrategy #BonusDepreciation #CostSegregation #HighIncome #BeyondTheWaypoint