The question I remember sitting with before my first commercial deal wasn't "does this deal underwrite?"
It was: "Do I actually know what I'm doing?"
That's the real question most people won't say out loud. The underwriting gets easier with reps. That first leap is its own thing entirely.
If you haven't closed your first small bay deal yet, I want to know: what's the one thing that's actually in the way? Not the theoretical answer. The real one.