Billionaire entrepreneur and investor Mark Cuban believes that the perfect time to start a business might not align with conventional wisdom. According to Cuban, it’s when you have little to lose that the opportunity is greatest.
Speaking on the “Lex Fridman Podcast,” Cuban shared insights that underscore his belief: “If you’ve got nothing, it’s the perfect time to start a business.”
His perspective draws from personal experience. In the early 1980s, Cuban found himself unemployed and sharing a cramped apartment with six roommates. It was during this trying period that he launched his first successful venture, MicroSolutions, demonstrating that adversity can fuel innovation and risk-taking—a sentiment that resonates with aspiring entrepreneurs worldwide.
Origins of a business mindset
Mark Cuban’s early career was marked by setbacks. Having been fired from a computer software store, he turned his focus toward building something of his own. The catalyst was not opportunity, but necessity—the need to craft a path unpaved by conventional career trajectories. Cuban’s story is a reminder of the potency of entrepreneurial risk, especially when conventional options seem limited or nonexistent.
“I couldn’t go any lower,” Cuban told CNBC. “There was no downside for me starting a business.” This mindset helped him navigate initial challenges, revealing how embracing the lack of safety nets can motivate decisive action.

A resilient path
MicroSolutions, Cuban’s inaugural tech company, emerged from this foundational belief in starting from zero. Despite significant obstacles—including an incident where a secretary almost bankrupted the company with forged checks—Cuban persevered, eventually selling the business to CompuServe for $6 million.
He subsequently launched Broadcast.com, which Yahoo acquired for an astonishing $5.7 billion in 1999, solidifying Cuban’s status as a billionaire.
His testament supports the notion that with high risk often comes high reward. It’s an iteration of classic entrepreneurial advice that favors boldness, with Cuban adding a contemporary twist: the encouragement to leverage difficult circumstances as unique launch pads for entrepreneurial endeavors.
Practical advice from Cuban
While Cuban advocates for embracing risk, he is equally pragmatic about the challenges of entrepreneurship, especially for those constrained by personal obligations like mortgages or dependents.
“Creating a business gives you the greatest potential upside and the greatest leverage on your time, but it also creates the most risk,” he explained.
To mitigate these risks, Cuban advises budding entrepreneurs to save at least six months’ worth of living expenses and to conduct thorough industry research. On the podcast, he urged: “I get emails and approached by people all the time saying, ‘What kind of business should I start?’ That tells me you’re not ready to start a business.”
Endorsement of strategic conviction
Other successful business figures echo Cuban’s sentiments regarding the importance of preparation and commitment. Jay Chaudhry, another serial entrepreneur, shared with CNBC: “First, build conviction by learning more about what you want to do. Don’t just do some of the cursory work.” He emphasized the necessity of self-investment, both emotionally and financially.
Moreover, Jake Loosararian, CEO of Gecko Robotics, highlighted the empowerment that comes from knowing how to persevere when “the chips are down.” This awareness becomes a “superpower,” granting entrepreneurs resilience and clarity to achieve their aspirations.
Encouraging future entrepreneurs
Cuban’s insights arrive at a time when economic conditions pose both challenges and opportunities. The narrative of leveraging personal hardship as a springboard to success speaks to resilience, a quality many entrepreneurs are compelled to cultivate in uncertain times.
By sharing his journey, Mark Cuban validates a counterintuitive but compelling strategic insight: when resources and traditional safety nets are limited, the entrepreneurial path holds transformative potential.
His story is a clarion call to prospective business leaders to reframe adversity as opportunity, suggesting that there may be no better time to step into the realm of entrepreneurship than when it seems the most daunting.
In a world yearning for innovation and leadership, Cuban’s message is a vital contribution to the entrepreneurial discourse, reminding aspiring visionaries that their stories can also start from zero—and perhaps, in doing so, shape the future.
Read this next: More and More Entrepreneurs are Starting (or Guesting on) a Podcast. Here’s Why You Should, Too.
| Global Entrepreneurs Magazine News Team