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Recently, Square’s stock faced a downturn, dropping approximately 11% following CEO Jack Dorsey’s decision to sell around 103,000 shares worth between $95 and $98 each. Insider selling often raises alarm bells among investors; however, it’s essential to recognize that this action was a pre-planned sale, as stated in a company press release. This context mitigates the perceived negativity typically surrounding such events, suggesting that it isn't a reflection of Dorsey's confidence in the company’s performance or stock valuation.