Should I Stay or Should I Go? 8 Key Points to Navigate the Founder’s Dilemma

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Hi, I’m Dima, the bootstrapped solo founder of PitchBob — a tool designed to help aspiring entrepreneurs bring their ideas to life.

I want to start with a disclaimer: My entrepreneurial journey isn’t my first. I’ve had significant experience building businesses in the past, and my choices with PitchBob are deliberate. Whether bootstrapping or going solo, these were calculated decisions, not mere accidents.

Yet, despite this experience, I can’t count how many times I’ve wrestled with the urge to quit — whether it’s freezing progress, pivoting or walking away entirely. These thoughts come even as PitchBob remains the central focus of my

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