Anthony Eisen, a Block, Inc. director, quietly cashed out 153,000 shares over two days in July, netting $12.7 million — all under a pre-approved Rule 10b5-1 plan set up in March. Despite still holding 1.7 million shares worth over $137 million, his steady sell-offs amid Block’s strong earnings and rising stock price have investors wondering if the confidence is mutual.

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