"As an investor, I love founders that can balance this — being less dependent on external financing but still staying ambitious is ideal." I worked for a compa

"As an investor, I love founders that can balance this — being less dependent on external financing but still staying ambitious is ideal." I worked for a company with a founder like this, but I think he was driven by a love for chaos as much as ambition. Every time it seemed like things were going great and stress was down he would find a way to toss a grenade in the mix (new partner, new crazy-ass idea, etc). Often the grenades ended up being huge wins, but as the company got bigger he was forced to go through budgeting, product managers, development processes, QA, etc. It was never really clear if he was forced out or left on his own, but before he left he did mention to me how boring it had gotten.