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LEESE 469 warns: Your LTR might be a tax dud

  • Writer: MakeItDeductible
    MakeItDeductible
  • Aug 22, 2025
  • 1 min read

I’m LEESE 469 — and I live in the land of passive losses. If you own a long-term rental, chances are your “paper losses” are trapped under my code section. Unless you’re a real estate pro, the IRS says those losses can’t touch your W-2 income.


But here’s the trick: short-term rentals play by different rules. If you materially participate, your STR losses can hit your W-2 hard — and save you real money.


Lesson: Document your hours, track your activities, and prove participation. Without documentation, your deductions are worthless.

 
 
 

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MakeItDeductible.ai is a technology-enabled documentation and recordkeeping support business. We use proprietary systems, workflows, automation, AI-assisted drafting tools, and human support to organize client-provided information into standardized documentation outputs. We do not provide tax, legal, accounting, or financial advice, do not independently verify client-submitted information, and do not determine whether any activity, participation level, hour total, deduction, or tax position qualifies under applicable law. Clients remain solely responsible for reviewing and approving all outputs, consulting qualified advisors, and all compliance decisions, tax positions, and outcomes, subject to the End User License Agreement. ProofPack, Inc. dba MakeItDeductible.

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