Even amongst Silicon Valley’s oddball geniuses, Jack Dorsey nonetheless stands out for his eccentricities.
“He’s nearly like a kind of Russian dolls, with a brand new outer shell placed on each couple of years,” Nick Bilton, writer of “Hatching Twitter,” advised The Submit of Dorsey’s style sense. “He went by way of a section the place he wore these bizarre Dior Homme [reverse collar] shirts. Now he’s in his [designer] Rick Owens bohemian section. At one level he was obsessive about wabi-sabi, a Japanese design philosophy that’s odd and eccentric. There’ve been denims and A-line skirts.”
The tech world was rocked Monday by the announcement that Dorsey — the one-time punk rocker, NYU dropout, licensed masseur and would-be designer — can be stepping down as CEO of Twitter, the corporate he co-founded in 2006.
“No one anticipated Jack to succeed in the heights that he did,” stated a former worker. “He was a semi-homeless, hippie, software program developer who sofa surfed.
“In some ways he’s the anti CEO. These guys are douchey dudes and he’s his personal individual. He’s only a totally different man. Whoever takes Jack’s place at Twitter shall be much less distinctive than Jack.” (Twitter CTO Parag Agrawal will take the lead.)
Shareholders, in the meantime, couldn’t be happier. When CNBC introduced the 45-year-old’s abdication, Twitter inventory spiked by greater than 11 %. Perhaps they have been relieved to not be confronted with any extra tales just like the time rapper Azealia Banks claimed Dorsey had sent clippings of his Rip Van Winkle-like beard so she might use them for a protecting amulet. Dorsey denied it, and Banks’ Twitter publish about it has since been deleted. The beard, in the meantime, has its personal tongue-in-cheek fan account.
This isn’t the primary time Dorsey has stepped down, both.
He initially served as CEO for the primary 18 months of Twitter’s existence, from April 2007 till October 2008, when he give up to get replaced by the extra buttoned-up Evan Williams.
By the point Dorsey retook the publish in 2015, his sensibilities had shifted from nerdy start-up founder — who as soon as coated his nostril ring with a Band-Assist when a boss requested him to do away with it — to full-on bohemian.
The previous worker believes that Dorsey introduced good issues to Twitter however that the tech guru has too many distractions to maintain him in a single place proper now. In any case, it is a man who has stated he tries to meditate for 2 hours every day.

“He was extraordinarily exhausting working and spent an enormous period of time to construct the corporate. However his pursuits have been too expansive for him to be a centered CEO,” the previous worker stated.
Bilton is much less beneficiant. “Lots of people,” he advised The Submit, “assume Dorsey is a checked-out CEO.”
Dorsey has stated he’ll focus extra on digital-payments system Sq. and his philanthropy. In the meantime, among the many extracurricular pursuits drawing his consideration is wooing a number of the most tasty girls on the planet. He’s been linked to swimsuit fashions Flora Carter and Raven Lyn Corneil, yoga teacher Kate Greer, style mannequin Lilly Cole and “Boss Bitch” writer Nicole Lapin.
Not unhealthy for a man who, as just lately as 2005, didn’t know what a textual content message was.

In keeping with “Hatching Twitter,” Dorsey solely discovered when a lady advised him to message her somewhat than name. His go-to transfer for wooing females, in the meantime, was to current them with origami cranes he made himself.
The previous Twitter worker believes these women are interested in Dorsey for extra than simply his billions: “It’s not the cash in any respect. He’s legitimately fascinating. That makes him rather a lot cooler than, say, Zuckerberg.”
Dorsey, worth some $11 billion in response to Forbes, grew up in St. Louis — the place his mother was a homemaker and his dad an engineer — and now lives in a glass mansion overlooking the Golden Gate Bridge. He’s been stated to breakfast on water, salt and lemon and to spend some 75 minutes every day strolling from his residence to his workplace. However he reportedly prefers working at residence underneath infrared mild, which is meant to alleviate stress. He’s claimed to eat only one meal per day and quick on the weekends.
He’s additionally, according to the Times of London, endorsed the microdosing of LSD.

As for Dorsey’s declare that he spends 45 minutes an evening hopping from a 220-degree sauna to ice-cold water and again to the sauna, Bilton has his doubts.
“The world file for a sauna is barely six levels greater than what he says he does it at,” stated Bilton of Dorsey’s most well-liked temperature, which exceeds the boiling level. “And a Russian died from it.”
Adam Fisher, writer of “Valley of Genius,” says that Dorsey “is a bohemian who ended up a billionaire by mistake and is following the trail he’s all the time been on.”
Typically, although, this stuff fail to go as deliberate. In 2019, Dorsey vowed to spend three to 6 months residing in Africa, solely to later declare it a mistake, and drew hearth for visiting India and holding a placard that learn “smash Brahminical patriarchy.”
After visiting Myanmar on a meditation retreat, he hailed it as “a fully lovely nation … [where] individuals are filled with pleasure and the meals is wonderful.” Dorsey’s seeming ignorance of the nation’s human rights violations led to a roasting on social media and a Tweeted scolding from Andrew Stroehlein, the European media director of Human Rights Watch: “You overlook to say you’re in a rustic the place the navy has dedicated mass killings & mass rape, forcing a whole bunch of 1000’s to flee, in one among at present’s largest humanitarian disasters … ”
Nonetheless, Bilton sees the billionaire’s let-it-all-hang-out fashion — which includes yachting jaunts with Jay-Z and Beyonce — as extra calculated than it might seem.
“Dorsey actually does care what individuals assume, very a lot so,” Bilton stated. “He desires them to assume he can have a loopy legacy like Steve Jobs and put a dent within the universe. The jury remains to be out.”