For me, failure is not that you didn't drive revenue, failure is not learning. So it's really important that you learn when you fail.
Failure without learning is the real failure
Craft → Decision Making
To know where the boundary is, you got to cross it. And crossing it is painful. But, if you don't cross it, you'll never know.
I think there's something actually where you learn more from the things that don't fully work out or don't quite achieve what you wanted to achieve. You actually have a feedback loop where you get a lot of negative signal about like, 'Okay. That didn't work. That didn't work. What can I actually learn, take away from that?'
You have to fail to learn. You can't just constantly succeed. Success is an output of a lot of failures, but the question is, how much time do you have to fail?
Make sure you're not too hard on yourself if it doesn't work. It's okay to fail because we're either winning or we're learning.