A multimillionaire, who once earned $7 hourly cleaning meat trucks, discovered the power of a single pivotal moment after a coffee shop encounter, realizing "You're just one move away from changing your life."

Preston ForeBy Preston ForeStaff Writer, Education
Preston ForeStaff Writer, Education

Reporting for Fortune's Success team, Preston Fore focuses on education and personal finance as a reporter.

Jesse Itzler
According to Jesse Itzler, who eventually sold his private jet company, a business generating $5 billion in sales, to Warren Buffett, the world doesn'recognize flawless strategies; 'it Favorable action results in reward.
Kevin Dietsch/Getty Images

Navigating today's uneasy job market and stubborn inflation often makes escaping a dead-end job seem like an insurmountable challenge. Jesse Itzler is intimately familiar with the experience of seeing one's aspirations for a meaningful or improved life begin to diminish.

Prior to amassing his fortune as a serial entrepreneur, Itzler earned $7 per hour and spent his summers overseeing kiddie pools. He even attempted, without success, to launch a career as a rapper.

Itzler understood from the outset that a single, decisive opportunity could be transformative. Much later, envisioning the launch of a private jet business, he recognized that securing one key client was essential for its inception.

He then appeared outside a TED conference in Silicon Valley and observed a consistent stream of attendees visiting the nearby coffee shop. He returned at 5 a.m. The following day and purchased all the muffins available.

He'd extend an offer to those attending the conference, "Hey, I have an extra muffin if you'd like one."

That courageous small step enabled him to forge crucial connections, secure his initial customers, and ultimately expand Marquis Jet to a value exceeding $5 billion. Sales. He sold the company to a private buyer in 2010 for an undisclosed amount. 

“You might be a single action away from a life transformation,” Itzler stated on his LinkedIn at the start of this year. “It’s not about one business strategy. The universe doesn'reward perfect plans; it rewards action. Not a single investor, a single creative idea, a single right conversation, or a single bold move is the key.

And though he acknowledged that not everyone can create a massive enterprise, the distance between your current position and your potential is not as great It appears to be: "Persist and advance incrementally each day."

Itzler tells Gen Z: ditch the 'safe route' if you don'want to grow old quickly

Itzler's wager on muffins might have easily failed, leaving him with just a stack of baked goods and a damaged ego. However, this didn'occur, and according to him, this readiness to embrace calculated chances is frequently the distinguishing factor between individuals who discover their purpose and those who merely go through the motions. The earnings. 

“Immediately after graduating, I watched my peers plunge straight into their careers,” Itzler mentioned in a LinkedIn post made last week. “It was all about working constantly. They skipped the journeys, the trials, and the discoveries. They plunged directly into the relentless work. And before they realized it, time had swiftly passed, leaving them aged.

Currently in his fifties, Itzler has observed a recurring pattern where individuals pursue what they perceive as the secure route—a stable career, an anticipated advancement—yet ultimately discover They stuck and burned out. His counsel, particularly for Gen Z, is to fight against what appears effortless.

He stated that the most valuable investment for someone in their 20s extends beyond a career; it's about acquiring experience.

While that doesn'mean you should impulsively abandon your profession, he advised that younger individuals shouldn'hesitate to embark on an adventure, explore a parallel venture Embrace challenges and accept an exciting venture.

"Experiment with everything," he urged. "Discover what resonates. Identify your passions. Now is the moment for exploration."

Fortune reached out to Itzler for further comment.

Fortune favors the bold

A bold attitude is more than just a recipe for success; it's a common thread among many of today's thriving entrepreneurs. 

Take Itzler’s own wife, Sara Blakely, for example.

The founder of Spanx invested her complete $5,000 savings, earned from peddling fax machines door-to-door, into establishing her shapewear business. The nascent empire required her to think unconventionally and even bend the rules to get started. When Blakely’s product debuted at Neiman Marcus, she personally adjusted the store displays, repositioning Spanx from what she described as the “quietest spot in the shop” to the register.

She remembered telling the social media account School of Hard Knocks, "I always advise people to seek forgiveness rather than ask for permission."

Her resourceful methods extended beyond that. Blakely cruised with a personalized "SPANX" license plate, entered entrepreneur Richard Branson's reality competition, and even spent Asked her friends to shop at department stores for her merchandise to prevent it from being removed from sale.

Twenty years later, her audacious move yielded significant rewards. In 2021, she divested the company for $1.2 billion, representing a 240,000-fold increase on her initial $5,000 stake. By choosing to trust her own capabilities during her journey and avoiding external funding, she secured all the rewards.

Brian Chesky, who cofounded and leads Airbnb, also demonstrated a willingness to embrace unconventional risks.

During the company's nascent stages, Chesky and his fellow founders faced difficulties in securing funding for their novel concept of having unknown individuals rent out their residences. For tourists. To differentiate themselves and cover their operational expenses, the team created and marketed collectible cereal boxes branded as Obama O’s and Cap’n McCain’s during the The U.S. Presidential contest of 2008.

The strategy proved successful. Not only did it facilitate a $30,000 fundraising achievement, but it also garnered the interest of Paul Graham, an investor from Y Combinator.

“If you can persuade people to shell out $40 for cereal that costs $4 to produce, then it’s possible, just possibly, that you can convince strangers to cohabitate,” Graham opined. Said the Airbnb founders, Chesky recalled.

In 2008, Airbnb secured a place in Y Combinator’s startup incubator, receiving $20,000 for a 6% equity stake, marking the beginning of its subsequent journey—and the rest is The company that started in a humble apartment is now valued at close to $75 billion.

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