I'm a first time entrepreneur right now and the answer is "yes". I feel the same thing.

I've spent so long getting things designed and prepped and ready to go yet no matter what I do it feels like my expectations are not met. I guess I am optimistic by nature and I try to bring down my estimates to fit, but they still end up failing.

Oh well...I need to really start focusing more on learning. That is a good attitude. The more you learn now, the more you make at a future startup