There's a possibility that one of my clients may decide to enter some direct mail pieces (on which I did the copy) in a competition. I think they stand a good chance of winning, because the pieces are really good and they've gotten positive feedback from recipients.
I don't typically enter my work in competitions because I just can't bring myself to spend what is usually several hundred dollars on the entry fee. If I'm paying you $300 to critique my work, you darn well better give me an award!
But if somebody else is footing the bill, heck yeah--I'm all for it. You cut the check, client of mine, and I'll do everything else--read the fine print in booklet, write the 2-5 page "work plan," fill out the entry form, and make sure it's in the mail before the deadline.