The True Cost of Not Building Your Dream: Simon Squibb on Entrepreneurial Fulfillment

S

Simon Squibb

LinkedIn Author

On a mission to fix the education system & help 10 million people start a business for free

In a recent LinkedIn post, entrepreneur Simon Squibb challenges the notion that building a business is overwhelmingly difficult, arguing instead that the greater hardship lies in dedicating one’s life to someone else’s vision. Squibb contends that the perceived struggles of entrepreneurship are often exaggerated, particularly by those who benefit from a traditional employment structure.

Squibb opens by acknowledging the common sentiment among founders: “Entrepreneurship is SO hard.” However, he immediately pivots to question the alternative, stating:

“A lot of entrepreneurs say this… but they’ll never go back to a 9-5. Yes. Building a business can be hard at times. But that’s life. And entrepreneurship is 100% worth it.”

According to Squibb, the core value proposition of entrepreneurship is freedom. He contrasts this with the experience of working for others, where an individual’s time, energy, and creativity are not their own. This lack of autonomy, in his view, represents a more profound and lasting difficulty than the challenges inherent in starting and growing a company.

The Hidden Hardship of Building Someone Else’s Dream

Squibb elaborates on this point, emphasizing the psychological toll of unfulfilled personal ambition within a corporate structure. He suggests that the narrative of entrepreneurial difficulty is often perpetuated by managers or employers who aim to dissuade their employees from pursuing independent ventures. This, he implies, serves to maintain the status quo and ensure a continued workforce for their own enterprises.

“What’s WAY harder than building a business is spending your whole life building someone else’s dream,” Squibb asserts. He further highlights the prevalence of this sentiment among those who have experienced the entrepreneurial journey, noting that “97% of founders wouldn’t trade it for anything.” This statistic underscores his belief in the profound satisfaction and value derived from self-directed work.

Dispelling the Scare Stories

The entrepreneur encourages aspiring business owners not to be deterred by negative anecdotes. Squibb frames these cautionary tales as potentially misleading, often coming from individuals who have never taken the leap themselves or who wish to discourage others from seeking the freedom he champions.

“So don’t believe the scare stories, because most of them are told by bosses who want to keep you trapped.”

He argues that while the challenges are real, the rewards—both tangible and intangible—far outweigh them. The key, as highlighted by Squibb, is the pursuit of one’s own vision and the creation of personal value.

An Accessible Path to Entrepreneurship

In an effort to lower the barrier to entry, Simon Squibb has launched an initiative to help individuals start their own businesses. He announces:

“I’m helping 1 MILLION people start a business… for FREE. It’s called the World’s Biggest Business Competition.”

Squibb positions this competition as an unprecedented opportunity for individuals to test the entrepreneurial waters with minimal risk and commitment. The program is designed to enable participants to establish a functional business in under a month by dedicating just a few hours per week. This approach aims to make the initial steps of entrepreneurship less daunting and more accessible than ever before.

Furthermore, Squibb is backing this initiative with significant financial resources, stating, “PLUS I have $1,000,000 to give away to the people who build. COMPLETELY FREE.” This substantial prize pool is intended to incentivize participation and reward successful ventures, further demystifying the financial risks associated with starting a business.

Ultimately, Simon Squibb’s message is one of empowerment and encouragement. He urges individuals to pursue their entrepreneurial aspirations, free from the fear of perceived difficulty. As he concludes, “Don’t let anyone scare you away from building your dream.” Information on how to participate in the World’s Biggest Business Competition is available via the link in his profile.

📝 About This Content

This article is based on insights shared by Simon Squibb on LinkedIn.

📅 Originally posted on September 2, 2026 | View original post on LinkedIn →