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Anytime I would see a resume with CEO / Founder on it I would immediately pass.

My thinking was this person won't be a good fit working for someone else if they felt the need to strike out on their own. Just like I wouldn't hire myself.

This was when hiring for a sales role mind you. Obviously different for different positions / experience.

CTO wouldn't scare me if we were hiring for a lower position.

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Maybe people wouldn't feel "the need to strike out on their own" if they were better treated by their former employers.

It's the number one reason why people generally attempt to "strike out on their own" - lack of recognition and perspectives as an employed worker.

Also, some people just have ideas and the desire to implement them.

I see that your website is on squarespace and cant see much tech being used in your company so for you CTO might not make much sense but it cant be generalized.

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