I often ask myself, "What would Batman do?" when I am faced with a difficult question. You can do this with any of your heroes. Such as "What would Gore Vidal do?" Neither of them is always right, you know. But it's still helpful to consider.
By the way, this is my first blog entry ever; apparently I had to start an online community to finally start blogging. And I can tell you first-hand that it's true: The first thought you have is being certain that no one will want to read it and that people will cringe in embarrassment for you. The second thought you have is that you'll be careful to not say anything embarrassing so it will be fine. The third thought you have is "What would Batman do?" The fourth thought you have is, "How is this blog entry going to look if it's excerpted out of context on the front page of the Wall Street Journal in a conscious effort to make me look bad, like they did to that poor that Merrill Lynch guy?"
Then you delete the whole thing. Then you retype it and decide that everyone else in this community is taking a risk and being vulnerable, whether with humor or seriousness, and you can, too. And someone will appreciate it (Batman).