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Startup founders share how they bounced back from failure

Over two-thirds of startup founders have a fear of failure, per the Founder Resilience Research Report, 2024.

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Startup founders face immense pressure to succeed, but it can be even more challenging to let go of a failed business and find success after.

Building a startup has always been risky. Since 1994, the five-year survival rate of small businesses in the U.S. has hovered around just over 50%, per the Bureau of Labor Statistics. By 2018, the five-year survival rate was 57.3%.

By 2018, the five-year survival rate of small busineses was 57.3%.

Bureau of Labor Statistics

Serial entrepreneur Ismael Dainehine knows how it feels to fail, having been in the game for over a decade.

He’s founded multiple businesses — two that failed, then three that were successful — and recently co-founded his newest company, EverGive, a non-profit that invests in Bitcoin to compound donations.

Dainehine described his early failures, which saw his first two companies shut down within a few years, as painful.

“I definitely had that pressure that I put on myself because of the financial constraints I had in my personal life … There’s nobody that could have put more pressure on me at that point than I put on myself,” he said.

Dainehine said he was able to learn from these failures, and his next businesses brought in millions in revenue before he exited them. But even working on these companies began to feel “soulless and hollow after a while,” he added.

Entrepreneurship is often sold as something of a utopia — unshackled from the bureaucracy and politics of corporate life. But over the past few decades, founder life has also become synonymous with hustle culture.

Silicon Valley’s startup scene mythologizes seven-day work weeks, while China’s tech companies are infamous for the 996 culture – working 9 a.m. to 9 p.m., six days a week.

Harry Stebbings, founder of 20VC, says billion-dollar firms aren't built on five-day work weeks.

VC behind ‘996’ work culture debate says 5-day weeks won’t build billion-dollar startups

So how do founders — who are used to this all-encompassing and high-pressure life — bounce back from failure?

‘I lost a lot of my identity’

Founders are the best employees

Founders who return to corporate life as an employee may feel some shame or stigma attached to the transition, and employers could even discriminate against them.

A 2024 study, led by Rutgers Business School, sent fake resumes to 219 people with corporate recruiting experience. The fictional applications had identical qualifications, but some were former business owners.

It found that recruiters were less likely to recommend former business owners for a role, in what’s described as an “entrepreneurship penalty” in the study. Recruiters appeared to be more hesitant to hire someone who is used to being their own boss and working autonomously.

However, public relations specialist Alain Rapallo said that founders can actually make the best employees.

Rapallo left his corporate role as a PR director to start his own agency in 2021, but returned to employee life just three years later.

Entrepreneurship is an advantage, he said, “because when you are a founder and you work by yourself, if you make it past that first year, you pretty much did every role that any company does on a smaller scale, but you pretty much did it.”

Rapallo said running a business also sharpens skills like multitasking and time management.

“Startups are scrappy, but you [as an employee] don’t necessarily do every single job. You don’t have the mentality of growing the business. You usually just have the mentality of taking care of the client or the account,” he added.

Product manager Klavins agreed that his understanding of numerous business functions was what got him his current role.

Being an employee has also been an important lesson in humility, he said, as it eliminated his ego and allowed him to start fresh.

Reframing success and failure

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2025-09-27 01:11:41

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