Alyssa Henry , chief executive of Square, announced on September 18, 2023, that she would retire on October 2. Co-founder Jack Dorsey would take over the role. Henry had worked at Square for more than nine years, according to her own post on X.
· Block says Square CEO Alyssa Henry will leave on October 2 and Jack Dorsey will also lead Square
Alyssa Henry Retires as Square CEO, Dorsey Returns
Block told the SEC on September 18, 2023, that Square CEO Alyssa Henry would leave on October 2, handing the merchant business back to co-founder Jack Dorsey after a two-day payment outage that began September 7.

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