Brent Ridge, who started his business during the 2008 recession, advises founders in today's chaotic economy to mitigate risk. He suggests either having a partner with a stable career or maintaining a side job to ensure a steady income while launching the new venture, countering the 'all-in' mentality.

Related Insights

Instead of choosing between going all-in or shutting down a struggling business, consider a hybrid approach. The founder can return to a full-time job for financial stability, turning the venture into a side hustle. This reduces pressure while allowing them to use targeted, low-cost marketing to rebuild demand and potentially scale back up later.

Relying solely on a time-for-money service model is precarious, as a personal crisis can halt all income. Entrepreneurs in service industries should conceptualize passive income streams from day one, even before implementation. This builds resilience and provides options when they can no longer trade time for money.

Contrary to popular belief, successful entrepreneurs are not reckless risk-takers. They are experts at systematically eliminating risk. They validate demand before building, structure deals to minimize capital outlay (e.g., leasing planes), and enter markets with weak competition. Their goal is to win with the least possible exposure.

Monologue creator Naveen Nadeau arranged to work three days a week at his old job while exploring new ideas. This provided financial stability and runway, allowing him to experiment with less pressure before committing full-time to his own venture.

The best time to launch a company is at the bottom of a recession. Key inputs like talent and real estate are cheap, which enforces extreme financial discipline. If a business can survive this environment, it emerges as a lean, resilient "fighting machine" perfectly positioned to capture upside when the market recovers.

It's highly feasible to build a major brand while working a day job. The founder of Liquid Death developed the concept while an employee at VaynerMedia. This strategy allows for market validation and brand development before taking the full entrepreneurial leap, significantly minimizing personal financial risk.

Instead of "burning the ships," treat potential career changes as experiments. By starting a new venture as a side hustle without financial pressure, you can explore your curiosity, confirm it's a good fit, and build a "safety net" of confidence and proof before making a full leap.

Instead of seeking a soul-fulfilling first venture, focus on a business that pays the bills. This practical approach builds skills and provides capital to pursue your true passion later, without the pressure of monetization.

The entrepreneurial path isn't for everyone. Before investing years of "blood, sweat, and tears," aspiring founders should honestly assess if they are truly cut out for business ownership. For some, a lucrative sales role within an established, successful company offers greater financial reward with less personal risk.

Accel Events' founder challenges the 'go all in' mantra. He worked a day job for 5 years to bootstrap to $1M ARR. He argues this path, while slower, de-risks the business and proves the concept, allowing founders to hold onto significant ownership instead of raising a large, dilutive seed round early on.

Beekman 1802 Founder Advises De-Risking Startups with a Stable Side Paycheck | RiffOn