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If you don't like to ask uncomfortable questions, they'd love you at the White House Press Corps.
Come on people! A journalist's job, if you're covering something more important than the local dog show is precisely that: to ask uncomfortable questions, and to make the sons of bitches that run this country squirm in their padded seats. If you don't want to do that, you shouldn't be a journalist.
I don't mean to be unkind. Believe me, I know about the pain of shyness. That's one reason I'm not a journalist, or a salesman. In the same way, my vertigo disqualifies me to be a firefighter, my claustrophobia disqualifies me as a spelunker, etc... If you have a talent for writing, there are other things you can do that won't strain your shyness.