Decades before Jack Dorsey became a titan of the technology industry with not one but two CEO titles to his name and an eye-popping $12billion net worth, he was a young man from St Louis who dabbled in modeling and aspired to become a fashion designer, or a massage therapist.
Now that Dorsey, 45, resigned as Twitter‘s chief executive officer, the bearded billionaire with a penchant for nose rings, tie-dye shirts, long walks and hard-core fasting will have plenty of time to pursue his new passion: bitcoin-mining.
Dorsey still remains the CEO of Square Inc, the hugely successful financial payments company that he co-founded in 2010.
In recent years, Dorsey has been using his considerable public platform to proselytize about the merits of cryptocurrency, particularly bitcoin.
Next chapter: Twitter CEO Jack Dorsey resigned on Monday after 16 years with the company he co-founded. He is currently working on a new bitcoin-mining venture
Dorsey got his start as a model before turning his attention to computer programming. He dropped out of NYU a month shy of graduating in 1997
HOW THE FORMER TWITTER CEO REVEALED HE MEDITATES FOR HOURS, ONLY EATS ONCE A DAY, FASTS ON WEEKENDS AND WALKS FIVE MILES TO WORK
In 2019, Dorsey revealed he manages stress through a strict diet and exercise regimen as well as quirky lifestyle habits like hours of meditation each day.
He said his only daily meal is dinner, but he won’t eat at all on weekends.
He also claims to have ditched warm showers altogether and walks the distance between his home and the social media HQ in an effort to make sure his mind stays sharp.
Dorsey claims the routine makes his days feel longer and says he’s able to switch off to get ample sleep every night.
The tech boss shared details of his bizarre health regime in a March 15, 2019, podcast with Ben Greenfield Fitness.
He meditates daily and has been on retreats where he meditated from 4.30am to 9pm. Dorsey is pictured at a retreat
Dorsey previously posted online about dealing with stress through Vipassana meditation and even went to Myanmar in 2018 for a ‘retreat’ where there’s no reading, writing, or devices allowed
But Dorsey doesn’t eat at all for two days of the week as part of intermittent fasting. Pictured is food he posted on Twitter January 17
‘During the day, I feel so much more focused. … You have this very focused point of mind in terms of this drive,’ Dorsey said about having his only meal between 6.30pm and 9pm.
He ditches food altogether for two days of the week and reintroduces calories into his diet with bone broth to prepare for the new week.
‘I’ll go from Friday ’til Sunday. I won’t have dinner on Friday. I won’t have dinner or any meal on Saturday. And the first time I’ll eat will be Sunday evening. I’ve done that three times now where I do [an] extended fast where I’m just drinking water,’ Dorsey revealed.
‘The first time I did it, like day three, I felt like I was hallucinating. It was a weird state to be in. But as I did it the next two times, it just became so apparent to me how much of our days are centered around meals and how — the experience I had was when I was fasting for much longer, how time really slowed down.’
Dorsey was vegan for two years but switched to the paleo diet after his mother pointed out he was turning orange from too much beta kerotine.
Speaking about starting his day with ice baths Dorsey added: ‘Nothing has given me more mental confidence than being able to go straight from room temperature into the cold.’
Dorsey has posted online about dealing with stress through Vipassana meditation during a 10-day ‘retreat’ where there’s no reading, writing, or devices allowed.
In July, he announced that Square was launching a new bitcoin-based venture ‘with the sole goal of making it easy to create non-custodial, permission-less and decentralized financial services,’ he tweeted at the time to his 5.9million followers.
Square revealed back in February that bitcoin makes up 5 per cent of its holdings.
Headquartered in San Francisco, Square has three business lines: Cash App, Square Seller products and the music-streaming service Tidal, which it acquired from Dorsey’s friend, Jay-Z, in April for $300million.
Square’s newest project, known as tbDEX, revolves around the idea of helping people seamlessly convert fiat currency – government-issued currency that is not backed by a commodity such as gold or silver – into bitcoin without having to go through multiple platforms.
11 STEPS IN JACK DORSEY’S WELLNESS ROUTINE
He meditates twice a day. Dorsey aims for at least two hours in total daily.
2. Walking commute
Dorsey walks one hour and 15 minutes to the office but he works from home twice a week.
3. Short workouts
To substitute for days when he doesn’t walk to Twitter HQ, Dorsey does HIIT training and seven-minute workouts using an app. No personal trainer needed.
4. Sauna and ice baths
The social media CEO heats up in a sauna and cools down in an ice bath repeatedly for about an hour.
5. Near-infrared rays
Dorsey gets his heat from the inside out using a portable SaunaSpace tent which emits near-infrared rays. He also has a near-infrared light over his standing desk.
6. Cold showers
The Twitter co-founder begins the day with an ice bath but also never has a warm shower.
7. One meal daily
Dorsey only eats dinner and limits the time to get calories in between 6.30pm and 9pm. It keeps him alert throughout the day.
8. Weekend fasts
But he won’t consume food between Friday evening and Sunday night. He breaks the fast with bone broth.
Dorsey only has a multivitamin and a ‘lots of vitamin C’ when he has his one meal per day.
10. Sleep monitoring
The microblogging website co-founder wears an Oura Ring to keep track of his REM. He says he can nod off in under 10 minutes but his pattern can get thrown off if he consumes too much red wine at dinner.
Dorsey ends the day by noting down things to help him plan the following day of productivity. But he simply records it in his Notes app on iPhone.
‘We propose a solution that does not rely on a federation to control permission or access to the network; nor does it dictate the level of trust required between counterparties,’ the company wrote in a statement issued last week.
Square’s new bitcoin venture seeks to ‘build bridges between the fiat and cryptocurrency worlds,’ reported The Indian Express.
Speaking at the Bitcoin 2021 Convention, Dorsey said he hopes bitcoin can help bring about ‘world peace.’
In April, the billionaire entrepreneur announced the creation of a new charity fund, Star Small LLC, to help in the fight against the coronavirus pandemic. Dorsey said he would inject $1billion of his personal Square Inc equity into the charity, or about a third of his total fortune.
Some of the top beneficiaries of Dorsey’s largesse so far have included non-profit organizations founded or championed by a host of A-listers, including Beyonce and Jay-Z, Rihanna, Sean Penn, John Legend, Matt Damon and Bradley Cooper, as Bloomberg reported.
For example, the charity CORE, which was founded by Penn, who is said to be close friends with Dorsey, received a $30million gift from the tech tycoon last year, while Rihanna’s organization got a $20million capital injection.
Dorsey’s open-handed approach to philanthropy has done nothing to diminish his lavish lifestyle.
The Silicon Valley guru’s impressive real estate portfolio reportedly includes a spectacular $21million cliffside mansion and a more humble $10million home, which are located next door to each other in the tony Sea Cliff section of San Francisco.
Dorsey’s newest property, which he spent hundreds of thousands of dollars renovating in 2019, features five bedrooms and three bathrooms.
Although Dorsey is one of the wealthiest men in the world, occupying the 173rd spot on Forbes’ 2021 list of billionaires, he has revealed himself as surprisingly ascetic and disciplined.
Dorsey previously said that he eats only one meal a day – dinner – and fasts on weekends.
‘The first time I did it, like day three, I felt like I was hallucinating,’ Dorsey said of his strict diet during a March 2019 interview on the podcast Ben Greenfield Fitness. ‘It was a weird state to be in. But as I did it the next two times, it just became so apparent to me how much of our days are centered around meals and how – the experience I had was when I was fasting for much longer, how time really slowed down.’
Dorsey’s extreme self-care routine also includes ice baths to stay focused, 5-mile walks to the office, and meditation sessions to help manage his stress levels.
Dorsey is not married and has no children. He has mostly managed to keep his personal life under wraps, although in recent years he has been romantically linked to models Raven Lyn Corneil and Flora Carter.
In 2019, it was reported that Dorsey was selling a $4.5million Hollywood Hills mansion that he had bought for Corneil, a 24-year-old Sports Illustrated model, less than a month after the pair broke up.
Dorsey was born and raised in St Louis in a Catholic family, the son of a Midwestern businessman working for a company selling scientific instruments and a homemaker.
Dorsey is friends with Jay-Z, whose music-streaming service, Tidal, Square Inc bought for $300million in April
Dorsey has been romantically linked to models Raven Lyn Corneil (left) and Flora Carter (right)
In his youth, Dorsey dabbled in vintage clothing modeling and created dispatch routing software used by taxi companies before enrolling in University of Missouri-Rolla. After more than two years, he transferred to New York University, but dropped out just one semester shy of graduating in 1997.
Dorsey conceived of the idea that would later turn into Twitter while still at NYU.
He moved to California to pursue a career as a programmer and launched his own company providing web-based dispatch services in 2000.
Seeking to keep his career options open, Dorsey obtained a masseur license in 2002.
Around that time, Dorsey began exploring the idea of sending instant messages in real time to a small group of people, and approached a podcasting company called Odeo, where he met his future Twitter co-founders, Biz Stone and Evan Williams.
Dorsey and Stone built a prototype of Twitter in about two weeks, and the new service drew many users at Odeo before the company folded.
Twitter, initially known as twttr, was launched on March 21, 2006. Dorsey’s first-ever tweet simply read: ‘just setting up my twttr,’
Seven months later, the fledgling social media company’s co-founders purchased the domain name twitter.com for $7,000.
Dorsey took the reins of the company as CEO but continued pursuing his other passions, including fashion design and yoga, reported CNBC.
Dorsey was born and raised in St Louis, Missouri, the son of a businessman and a homemaker
In his youth, Dorsey dabbled in fashion modeling. He is pictured in a Diesel print campaign
Dorsey (far right) co-founded Twitter in 2006 after meeting his partners at the podcasting company Odeo
On March 21, 2006, Dorsey sent out his very first tweet, which read: ‘just setting up my twttr’
Dorsey, pictured with partners (L-R) Evan Williams and Biz Stone, was ousted as Twitter CEO in 2008
Dorsey returned at CEO in 2015. He is pictured above testifying remotely during a Senate Judiciary Committee hearing titled, “Breaking the News: Censorship, Suppression, and the 2020 Election” on Capitol Hill on November 17, 2020
In his 2013 book Hatching Twitter: A True Story of Money, Power, Friendship, and Betrayal, author Nick Bilton quoted Dorsey as telling his business partner Noah Glass: ‘I’m going to quit tech and become a fashion designer.’
Dorsey would leave work at 6pm to take fashion design classes at Apparel Arts, a design school in San Francisco. His other hobbies included drawing and hot yoga.
At one point, Twitter co-founder Williams took Dorsey aside and warned him: ‘You can either be a dressmaker or the CEO of Twitter. But you can’t be both,’ according to Bilton’s book.
Twitter went through a period of robust growth during its early years, but as its expansion slowed the San Francisco company began tweaking its format in a bid to make it easier and more engaging to use.
In 2008, Dorsey was replaced by Williams as CEO but stayed on with the company as chairman of the board. He returned to the role of CEO in 2015 after Dick Costolo resigned.
In 2020, Dorsey came close to being ousted a second time by Elliot Management, an activist investor, amid concerns he had spread himself too thin by running both Twitter and Square, and announcing a temporary move to Africa.
Dorsey was able to hang onto the top leadership position by offering Elliot and another investment company, Silver Lake, a seat on Twitter’s board.
In 2012, Dorsey snapped up this cliffside home in the Sea Cliff section of San Francisco for $10million
In 2018, Dorsey expended his real estate portfolio by purchasing a home next door to his residence for $21million to create a compound
In his goodbye letter addressed to Twitter employees on Monday, Dorsey said he has ‘worked hard to ensure this company can break away from its founding and founders’ and that to focus too much on whether companies are led by their founders is ‘severely limiting.’
Dorsey wrote that he also will be leaving the company’s board around May 2022, saying that he wants to ‘give space’ to new CEO Parag Agrawal to lead.
Agrawal holds a PhD in computer science from Stanford University and a bachelor’s degree in computer science and engineering from the Indian Institute of Technology in Bombay. He joined Twitter in 2011 as an engineer and has been chief technology officer since 2017.
‘I’m really sad… yet really happy,’ Dorsey wrote in the note addressed to his ‘team.’ ‘There aren’t many companies that get to this level. And there aren’t many founders that choose their company over their own ego. I know we’ll prove this was the right move.’