Most entrepreneurs by definition want to do things in new ways, and so it’s easy to think of your board as a necessary bureaucratic evil. In reality, your board is your last line of defense between you and self-delusion, bankruptcy, and perhaps even jail. The bigger you get, the more likely that a weak board will let you cross those lines. So, build a real board of directors. Here are some ways to do that.
And the conundrum isn’t easier by focusing on revenue earlier. However, I would prefer to have fewer dedicated power users that get enough value and can’t live without it that they are willing to pay for it, than a lot of users that like it only on the condition that it’s always free. That won’t always make you the most popular startup but maybe you’ll be around when others fail.