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Jack Dorsey

b. 1976 Watchlist

Fired from the company he invented, then built two more in its place

Portrait of Jack Dorsey
Mark Warner — 2018 — CC BY 2.0 via Wikimedia Commons

Dorsey grew up in St. Louis fascinated by dispatch systems — the routing of taxis, couriers, ambulances — and was writing dispatch software as a teenager. He studied briefly at the University of Missouri-Rolla before transferring to New York University, where he began sketching a "web-based realtime status" messaging idea inspired by AOL Instant Messenger and LiveJournal, and left one semester short of a degree. He moved to the Bay Area and ran a small dispatch-routing company before landing at a struggling podcasting startup called Odeo, where, in about two weeks in 2006, he and colleague Biz Stone built a working prototype of what became Twitter.

Twitter, Inc. incorporated in 2007 with Dorsey as CEO; the board pushed him out in October 2008, reportedly over his part-time attention to the job, and he stayed on as chairman. In 2009 he co-founded Square with Jim McKelvey to let small merchants take card payments on a phone, taking it public in 2015. That same year he returned to Twitter, first as interim and then permanent CEO, running both public companies at once — an arrangement that drew sustained shareholder criticism before he resigned from Twitter in November 2021. He renamed Square to Block weeks later, folding in Cash App and a growing set of Bitcoin ventures, and by 2026 remained Block's CEO, having cut its workforce by roughly half early that year in an AI-driven restructuring.

Dorsey built Twitter's early moderation policy around a "world leader exception" that let Donald Trump's posts stand through years of norm-breaking, then banned him permanently after the January 6, 2021 Capitol attack — a decision Dorsey later called right but "a precedent I feel is dangerous." After Elon Musk bought Twitter in 2022, Dorsey went further, saying the company should never have existed as a centralized corporation at all, an unusual public renunciation of the platform he spent fifteen years building and running. He has since backed Bitcoin infrastructure, a peer-to-peer messaging app, and a revival of the defunct video app Vine, while also presiding over Block's deepest-ever layoffs — a founder known for an employee-friendly reputation now cutting the company he still runs in half.

The platform Dorsey is best known for building no longer exists in the form he left it — Twitter became X under different ownership and a different moderation philosophy soon after his departure — which leaves an odd gap where a legacy would normally sit. He has moved through payments, social media, Bitcoin evangelism, a brief and openly disillusioned stint on the board of a decentralized Twitter alternative, and now an AI-driven overhaul of Block, without settling into one identity long enough for a clear verdict to form. Whether the throughline is genuine invention or restlessness dressed as principle is a question 2026 has not answered, and Dorsey does not seem interested in answering it.

Lifespan

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Jack Dorsey's life against the full span of the corpus — the fading end marks a life still in progress.

Notable works

  • Twitter company
    Co-founded with Biz Stone and Evan Williams
    2006
  • Square company
    Co-founded with Jim McKelvey; renamed Block in 2021
    2009
  • Cash App invention
    Peer-to-peer payment product now central to Block's business
    2013
  • Bitkey invention
    Hardware Bitcoin wallet developed at Block
    2023
  • Bitchat invention
    Peer-to-peer Bluetooth messaging app requiring no internet or server
    2025

Life in brief

with age at each point
  • November 19, 1976 aged 0 Born in St. Louis, Missouri
  • 1997 aged ~21 Transfers to New York University after two years at Missouri-Rolla He left one semester short of a degree.
  • 2006 aged ~30 Builds a working Twitter prototype with Biz Stone in about two weeks
  • October 2008 aged 31 Ousted as Twitter's CEO by its board, becomes chairman
  • 2009 aged ~33 Co-founds Square with Jim McKelvey
  • October 2015 aged 38 Named permanent CEO of Twitter while remaining CEO of Square
  • November 29, 2021 aged 45 Resigns as Twitter's CEO
  • December 2021 aged 45 Renames Square to Block
  • February 2026 aged 49 Cuts Block's workforce by roughly half, citing an AI-driven restructuring

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Contemporaries

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