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EP · ps-02Season 1 · 2025
Jay-Z Flipped Rocawear
Jay-Z walked out of the financial crisis with $100M cash from the Rocawear sale and used it to buy Aspiro (Tidal) for $56M in 2015 — paying a ~$26M premium over market cap. Carl says he overpaid. Jonathan says vision always looks like delusion before you win. Both are right: the numbers argued against it; the thesis argued for it. The debate is the episode.
Jonathan Jackson
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