My advice is flip a coin. If you regret the way it landed, then go with your gut.
I find it hard to manage somebody's work unless I have an intimate knowledge of how to do it myself.
Many many external circumstances are outside of your control, but will affect the outcome, and you have to be OK with that.
Start-ups don't die, they commit suicide.
You need to just get started. If you never get started, you'll never be successful.
I try to work the hardest I can without burning myself out.