Interesting thread. Here's a story: long ago when I found myself running a bootstrapped startup, I worried that I didn't know what I was doing, business-wise. I had worked for, and knew, a guy who had become something of a business guru and VC and wealthy and successful. Everyone here has heard of him. I called him up and set out my situation and asked him how he recommended I should approach things. He listened and said something like "Oh dude, I'm out there on the ledge with you, I don't really know what to do most of the time." So I never worried about it again.