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This content was created by MARK KOHLER. This content was uploaded by MARK KOHLER. This is a YouTube episode (Main Street Business Podcast) titled "Tax Lawyer QnA: Strategies The Rich Use to Avoid Paying Taxes," published March 18, 2025. It is an open‑forum Q&A conversation between hosts Matt Sorensen and tax attorney Mark J. Kohler. The discussion is informal and practical, focused on tax and real‑estate planning topics including: Section 469 grouping elections for short‑term rentals (469.4 vs 469.9 and material participation), short‑term rental strategies (Airbnb/bed & breakfast classification, grouping, and accelerated depreciation), BOI/FinCEN reporting status, commercial office distress options (subleasing, seller‑finance, condo conversion), cautions about cost segregation timing and recapture, the “buy‑borrow‑die” borrowing strategy critique, rules for selling property to a self‑directed IRA (prohibited transactions), and family/board‑meeting trip deduction and LLC/asset‑protection advice. The episode combines tax/legal analysis, practical planning suggestions, and listener Q&A.

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