Ameriprise CEO James Cracchiolo cashed in big—selling 52K shares for $28.9M—despite only a 5% stock gain, using exercised options and tax withholding. He still holds over 107K shares. With a $48.6B market cap, Ameriprise dominates wealth, asset, and insurance services. The stock dipped slightly after the sale, sparking investor curiosity: Is this a signal or just part of the bigger picture?

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