From attending the Super Bowl with Jay-Z and Beyonce to texting with Elon Musk, the Twitter cofounder Jack Dorsey leads an interesting life.

Dorsey has had a turbulent career in Silicon Valley. He launched Twitter in March 2006, and two years later, he was booted as the company’s CEO. After his departure, Dorsey launched the financial payments company Square in 2009, which he rebranded as Block in 2021. He rejoined Twitter in 2015.

He led Twitter through the tech backlash that engulfed social-media companies, testifying before Congress multiple times and later stepping down as CEO of Twitter in 2021. He encouraged Musk’s Twitter acquisition the following year. Dorsey continues to lead Block, where in April 2022 he changed his title from “CEO” to “Block Head.”

The tech entrepreneur has provoked his fair share of controversy and criticism over the years and like some other billionaires, he owns a stunning house, dates models, and drives fast cars.

Here’s what we know about Dorsey’s career rise and life outside of work.

Rebecca Borison, Madeline Stone, Katie Canales, Bethany Biron, and Isobel Asher Hamilton contributed reporting to earlier versions of this story.