It's interesting how you say that I don't even know where to start and in the very next sentence you explain how you are starting! You are leveraging your music skills and connections into some "real world" experience that can serve as a backup for you.

It's just hard for you to believe that you can really pull it off, whereas naturally you feel more confident in your strongest suit. What you said about mistakes in music, though, can also happen in the "real world": You make some mistakes and you figure out ways to get yourself out.

When you get down to the "brass tacks" of what you are actually doing, it really sounds like you are growing in your ability to manage your affairs.