Jack Dorsey's

In 2025, coverage shifted to Bitcoin-enabled Square payments and Dorsey’s Bluetooth-mesh messaging project, extending a long-running decentralization theme.

Who they are

Jack Dorsey is the technology executive and public figure whose coverage links Twitter, Square and later Block with Bitcoin-focused products and arguments over how online platforms should be owned and governed. Stories also track his personal projects and public interventions, from account-security incidents to crypto and decentralized communications.

The recent arc

Coverage peaked in 2022Q2, when reporting around Elon Musk’s Twitter bid made Dorsey part of the ownership-change story: the Wall Street Journal reported that Dorsey and other critics of Twitter’s direction helped push Musk to bid. That followed Dorsey’s late-2021 criticism that web3 would remain shaped by VCs and their limited partners, and the sharp collapse in value of the NFT of his first tweet in 2022 reinforced the period’s skepticism around crypto speculation.

More recent stories have moved away from Twitter’s takeover drama toward products and infrastructure associated with Block, Square and Bitcoin. Block’s Bitkey entered open beta in 2023; Reuters reported stronger Square and Cash App results in early 2024; and 2025 coverage focused on Lightning Network bitcoin payments for Square merchants, Square Bitcoin wallet features, and Bitchat, Dorsey’s Bluetooth-mesh peer-to-peer messaging project. A 2024 Battle for the Bird excerpt revisited the failed effort to have Musk save Twitter and the consequences of his takeover.

The tension

The coverage repeatedly contrasts Dorsey’s stated preference for decentralized, user-oriented systems with concentrated control in technology and finance. That tension is clearest in his web3 attack on VCs, in the Bitcoin custody and payment efforts around Bitkey and Square, and in the Twitter storyline, where Elon Musk’s acquisition turned a shared dissatisfaction with Twitter’s direction into a contentious new model of platform ownership and management.

Why it matters

If this trajectory continues, Dorsey’s relevance in coverage may rest less on operating a major social network and more on whether Bitcoin payments, self-custody and alternative communications can become useful at scale through Square, Block and projects such as Bitchat. The record does not establish that they will, but it shows a consistent attempt to turn decentralization from a critique of platforms and venture-backed web3 into consumer and merchant infrastructure.

Related: Twitter · Square · Bitcoin · Elon Musk · Jack Dorsey shares TestFlight and GitHub links to his “weekend project