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⍰ ASK Would you quit a stable job to pursue entrepreneurship?

Walking away from a stable paycheck to launch a business—let’s be honest, it’s not for the faint of heart. I did it, and I won’t sugarcoat the experience. I can still picture myself staring at that resignation email, running through all the pros and cons in my head like a never-ending spreadsheet. Security versus opportunity. Predictability versus possibility. It wasn’t some genius business plan or a mountain of savings that tipped the scale; it was the realization that not trying would haunt me way more than failing ever could.

Entrepreneurship, especially at the beginning, is anything but glamorous. There’s no roadmap, no guaranteed outcome, and no one to blame but yourself when things go sideways. It’s lonely sometimes, and the learning curve feels more like a cliff. But here’s the thing: the sense of ownership you get? That’s priceless. For the first time, every win and every screw-up belonged to me. It forced me to get comfortable with risk and uncertainty—two things that traditional jobs train you to avoid at all costs.

Mistakes? Oh, there were plenty. I’ve botched pitches, underestimated costs, and second-guessed nearly every decision. But each failure was like a crash course in business you can’t get from any MBA program. You learn to pivot fast, adapt on the fly, and develop a thick skin—skills that become your foundation as an entrepreneur. The personal growth alone is worth the price of admission.

And let’s talk about the sacrifices. Forget about work-life balance for a while; your business will demand late nights, weekends, and probably some sanity. But what you gain—autonomy, creativity, and the ability to build something from scratch—is a trade-off that, for me, made the risk worth it. Looking back, I realized that staying in that “safe” job would’ve meant trading my ambition for security. That’s a deal I just couldn’t make.

So, if you’re sitting in your office, watching the clock, and feeling like your potential is wasting away, maybe ask yourself: What’s really riskier—stepping out into the unknown, or staying put and wondering what could’ve been? Sometimes the boldest business move is simply betting on yourself.
 

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