The social media guru is reported to be worth an eye-watering $5,700,000,000 (yes, you read that amount of zeros correctly), but onlookers were surprised by his choice of fit.
Jack was pictured smiling for the camera, some might say ‘casually dressed’, with a baseball cap and a long, greying beard.
Commenters were all quick to point out how much the former Twitter boss had changed from his days at the social media giant, where he scrubbed up a bit more.
The t-shirt in question has been reworked to give a nod to the inventor of Bitcoin, Satoshi Nakamoto.
Instead of costing hundreds of dollars as you might expect, the shirt actually costs around $40, so you too can dress like a billionaire even if your bank account doesn’t show it.
Many commenters are marvelling at the fact that so many billionaires choose to dress simply instead.
“If I were a billionaire, I would look like a hobo. Why dress yourself when you don’t have to work?” pointed out one redditor.
“Now that’s the look of a programmer who doesn’t need a job,” joked another.
Jack Dorsey has surprised onlookers with his dress sense lately (Joe Raedle/Getty Images)
“I wonder if he hangs out with MySpace Tom? They both have many, many thousands of green people from history times and an uncluttered schedule,” someone queried, while another is holding on to a fantasy life: “I dream of that “Right, that’s money sorted, let’s go and do sh*t” lifestyle.
Another redditor made a very good point: “Great example of “do you want to be rich, or look rich”
Why waste time curating a wardrobe when you don’t need to impress anyone?
The look has been dubbed ‘mogul style’ in some quarters, with many fashion experts also noting the trend to dress like you’re in a different tax bracket entirely.
Jack used to rock a different style (Paul Jeffers/Fairfax Media via Getty Images via Getty Images)
Some thank Facebook’s Mark Zuckerberg for bringing the trend to the public eye, as he’s a big fan of hoodies and jeans.
Facebook engineer Carlos Bueno wrote a blogpost called Inside the Mirrortocracy, and he said dressing up is frowned upon in tech circles: “What wearing a suit really indicates is – I am not making this up – non-conformity, one of the gravest of sins.”
Jeff Bezos was also recently photographed in a skin-tight polo and jeans, and while he’s not quite rocking the beach-friendly look of Jack Dorsey, it’s still a world away from the suits and ties we used to see him in.
They say to dress for the job you want, so maybe we should all be adopting the t-shirts and sandals look.
Just don’t blame us if HR don’t like it…