I've been the latter type in the early stage of a startup, and even though I strongly believe in my more cautious approach to programming, in general, in hindsi

I've been the latter type in the early stage of a startup, and even though I strongly believe in my more cautious approach to programming, in general, in hindsight I feel that I should've abandoned that caution or that they would've been better of with another programmer. Thankfully I'm pretty sure the startup would've failed no matter what, so I don't feel too guilty about it. But it taught me a valuable lesson.