Posted on Nov 27, 2025 / Celebs

He made some of his biggest moves during the 1990s crash and the 2008 financial crisis. He bought properties when banks were unloading assets and everyone wanted out. Because he knew how to structure debt and partnerships, he could ride out the storm and wait for recovery. That strategy basically made his career: identifying undervalued commercial assets, renovating them, and selling or leasing them when stability returns. It’s risky, but Witkoff understood the market cycles better than most. Instead of fear, he treated downturns like opportunities. That “counter-intuitive” mindset is why he’s still talked about today.
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