Co-founder and CEO of Block (formerly Square), co-founder and former CEO of Twitter. Known for Bitcoin advocacy and libertarian political views. Has shifted from progressive to more libertarian political alignment.
In April 2025, New York state fined Block Inc. $40 million for anti-money laundering inadequacies and cryptocurrency compliance failures on its Cash App platform. The investigation found weak AML practices and inadequate monitoring of suspicious Bitcoin transactions. Block also separately agreed to pay $80 million to other state regulators for similar compliance deficiencies.
In January 2025, Block Inc. agreed to pay $120 million in consumer refunds and a $55 million fine to settle CFPB allegations that Cash App allowed rampant fraud while misleading customers. The CFPB found Block's fraud investigations were 'woefully incomplete' and that the company relied on Terms of Service to deflect responsibility. Block also agreed to establish 24-hour customer service.
In May 2024, Jack Dorsey announced he was no longer on Bluesky's board of directors. He criticized Bluesky for 'literally repeating all the mistakes we made as a company,' taking issue with its shift toward a traditional corporate structure and introduction of centralized moderation tools. He instead endorsed X (formerly Twitter), calling it 'freedom technology.' This represented a shift from his earlier pro-moderation stance.
Jack Dorsey's philanthropic initiative #startsmall donated $10 million to Freedom of the Press Foundation in January 2024 to support press freedom and transparency efforts.
Jack Dorsey publicly endorsed Robert F. Kennedy Jr. for president in June 2023, saying Kennedy was 'focused on peace' and had 'a grasp of all of the issues.' Kennedy is known for anti-vaccine views. Dorsey later reneged on a promised $5M donation to Kennedy's super PAC.
In 2021, Jack Dorsey and Jay-Z established the Bitcoin Trust (Btrust) with initial funding of 500 Bitcoin to nurture developer talent and support the free and open-source Bitcoin ecosystem in Africa. Block also led a $2 million seed investment in Gridless, which builds bitcoin mining sites alongside small-scale renewable energy producers in rural Africa. Dorsey has actively championed Africa Bitcoin Conference and attended as a speaker.
In 2020, Jack Dorsey's Start Small fund donated $3 million to Colin Kaepernick's Know Your Rights Camp for criminal justice reform, $10 million to Boston University's Center for Antiracist Research, $1 million to NAACP for policing reform and voting rights, $1.5 million to Black Visions Collective, and $750,000 to ArchCity Defender to combat criminalization of poverty. He has also given over $53 million to Rihanna's Clara Lionel Foundation since 2020.
Jack Dorsey announced he was transferring $1 billion of his equity stake in Square (about 28% of his wealth) to Start Small LLC, initially focused on global COVID-19 relief. He committed to public transparency by tracking all grants in a publicly accessible Google sheet. By September 2021, Start Small had awarded over $425 million across 243 donations.
Jack Dorsey announced in December 2019 that Twitter would fund an independent team (Bluesky) to develop an open and decentralized standard for social media. Twitter provided $13 million in initial funding. The project aimed to give users more control over their data and reduce centralized platform power. Bluesky developed the AT Protocol and launched as an independent social network.
In December 2018, Jack Dorsey posted tweets encouraging followers to visit Myanmar after a birthday meditation retreat, praising the country's people and food. This occurred while the UN had accused Myanmar's military of pursuing genocide against the Rohingya Muslim minority. The posts sparked widespread backlash under the hashtag #JackIgnoresGenocide. Dorsey did not publicly address the controversy.