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Leadership History

Block: CEO History

2 leaders · 2009 to present

Who is the CEO of Block?

Jack Dorsey is the CEO of Block, in the role since 2009.

Current CEO
Jack Dorsey (since 2009)
Leaders documented
2
Founded
2009
NameRoleFromToYears in role
Alyssa HenrySeller Lead, then Chief Executive of the Square business201420239
Jack DorseyCo-Founder, Block Head and Chairman (Chief Executive)2009Present17

Company Overview

Block, formerly Square, started in 2009 with a small white card reader that plugged into a phone's headphone jack and let food trucks, artists and coffee shops take card payments. It now runs Square for sellers, Cash App for 59 million monthly transacting customers, Afterpay for buy now, pay later, and smaller units including the TIDAL music service, the Bitkey bitcoin wallet and Proto mining hardware. Its shares trade on the New York Stock Exchange as XYZ, a ticker adopted in January 2025, and it joined the S&P 500 on July 23, 2025. Co-founder Jack Dorsey, who also co-founded Twitter, has led it since the start. The company is headquartered in Oakland, California (officially distributed). The financial technology powerhouse (formerly Square) was famously founded in San Francisco, California by Twitter co-founder Jack Dorsey to allow small merchants to accept credit cards via a tiny plastic headphone jack plug.

Block runs a two-sided network. On the seller side, Square charges a fee on each card payment (in the U.S. on its free plan, 2.6% plus 15 cents in person and 3.3% plus 30 cents online) and adds paid software, hardware, payroll, banking and Square Loans. On the consumer side, basic Cash App transfers are free; the app earns from Cash App Card interchange, instant transfer fees, Borrow short-term loans, Afterpay pay-in-four plans and the spread on bitcoin sales. Gross profit is the number management steers by: $10.36 billion in 2025, with Cash App contributing $1.83 billion and Square $993 million in the fourth quarter alone. The long-term aim is to connect both sides, so that a Cash App customer pays a Square seller through Cash App Pay, Afterpay or the Neighborhoods local rewards program and Block keeps the economics at both ends.

Alyssa Henry

Seller Lead, then Chief Executive of the Square business

2014 – 2023

9 years

Legacy

Joined from Amazon in 2014 as seller lead and became chief executive of the Square business when the parent was renamed Block in December 2021. She built Square from a card reader into a suite of seller software, banking and loans, and left in October 2023, when Jack Dorsey took over the role as 'Square Head'.

Jack Dorsey

Co-Founder, Block Head and Chairman (Chief Executive)

2009 – Present

17 years (current)

Legacy

Has led Square and Block since 2009: the 2015 IPO, the growth of Cash App, the 2021 rename to Block, the Afterpay purchase, bitcoin projects such as Bitkey and Proto, and the February 2026 cut to just under 6,000 employees. Since Alyssa Henry left in October 2023 he has also run the Square business directly.

Challenges & Strategic Context

Block's open problems are credit, compliance and slow user growth. Cash App lending is expanding quickly (consumer lending originations were $18.9 billion in the second quarter of 2026, up 59%), which raises loss exposure if its lower- and middle-income customers come under strain; Borrow loss rates rose in December 2025 and January 2026 as new borrowers came in. Regulators imposed $295 million of redress and penalties in 2025 over Cash App fraud handling and anti-money-laundering controls. Monthly transacting actives grew only 3% to 59 million in June 2026, so growth depends on deeper use per customer. And a workforce cut to under 6,000 people has to hold up operationally.

Block CEO and Leadership FAQ

Who is the CEO of Block?

Co-founder Jack Dorsey, titled Block Head and Chairman. He has led the company since it was founded as Square in 2009.

Has Block ever had another chief executive?

Not at the parent company. The Square seller business was run by Alyssa Henry from 2014 until she left in October 2023, after which Dorsey took that role too.

Who is Block's CFO?

Amrita Ahuja, CFO since 2019 and also chief operating officer. She previously was CFO of Blizzard Entertainment. Sarah Friar was CFO from 2012 to 2018.

Who runs Cash App?

Brian Grassadonia led Cash App from its 2013 start and became Block's ecosystem lead in September 2024. Owen Jennings is business lead, and Afterpay co-founder Nick Molnar heads sales.

Did Jack Dorsey run Twitter and Square at the same time?

Yes, from 2015 to November 2021, when he stepped down as Twitter's chief executive. Square renamed itself Block days later.

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Content is for informational purposes only. Not financial advice. Data sourced from SEC filings, annual reports, and public records. See our full disclaimer and methodology.