The Billionaire Who Lived Like a Monk – Jack Dorsey’s Unusual Lifestyle

Jack Dorsey: The Billionaire Who Walks to Work and Eats Once a Day

In a world where tech billionaires are often associated with luxury cars, private jets, and extravagant lifestyles, Jack Dorsey stands out—for doing the exact opposite. The co-founder of Twitter and Square (now Block Inc.), Dorsey has built and led two of the most influential tech companies in the world. But it’s his unconventional lifestyle that has people talking just as much as his innovations.

A Life of Radical Discipline

Jack Dorsey isn’t your typical Silicon Valley CEO. He swears by extreme routines that most would find unimaginable. His day starts early—before dawn—with meditation and cold plunges, followed by a five-mile walk to the office. Yes, he actually walks.

Perhaps even more surprising? He eats only one meal a day, typically dinner, and fasts on weekends. This strict form of intermittent fasting, he says, sharpens his mind and boosts his energy. Add in 10-day silent meditation retreats—known as Vipassana—and it’s clear Dorsey doesn’t just preach mindfulness. He lives it.

The Method Behind the Minimalism

Why does he live this way? For Dorsey, discipline is the foundation of clarity and creativity. In his words, routines remove decision fatigue, allowing him to focus on what really matters. The minimalist lifestyle, free of clutter and chaos, opens up space for innovation.

In a world of constant digital noise—ironically, a world he helped create—Dorsey is a rare voice promoting quiet, intentional living. Whether it’s a walk through San Francisco or a week in total silence, he believes these practices fuel better decision-making and long-term thinking.

Critics and Admirers

Of course, not everyone buys into Dorsey’s lifestyle. Critics have called his routines extreme, even obsessive. But for many, he’s an inspiring example of how success doesn’t have to follow a traditional path. In an age where burnout is common in the startup world, Dorsey’s methods offer a countercultural approach to sustainable leadership.

And the results speak for themselves. Under his leadership, Square revolutionized digital payments, and Twitter became a global platform for news, movements, and public conversation. Love him or hate him, there’s no denying his impact—or his unique way of getting there.

Rewriting the Rules

Jack Dorsey’s story is more than a lifestyle curiosity. It’s a reminder that there’s no one-size-fits-all model for success. While others chase speed and scale, Dorsey chases stillness and focus. And in doing so, he’s shown that discipline, simplicity, and mindfulness can be powerful tools in a chaotic world.

Final Thoughts

Jack Dorsey may be a billionaire, but his real wealth seems to come from control over his time, thoughts, and habits. He’s not just building companies—he’s crafting a way of life that challenges the hustle-hard narrative. Whether you admire his choices or question them, one thing is clear: he’s changing the way we think about leadership, one mindful step at a time.