Some ideas include a good electric shaver:
http://www.consumersearch.com/electr...series-7-760cc
If he's a runner, a good runners watch might be nice:
http://dvice.com/archives/2008/04/day_one_review.php
It's a little on the high priced end, but a PS3 is also to be considered if he doesn't already have one. Along the same vein, iPods could be considered as well.
Something like this with an appropriate congratulatory engraving would be nice:
http://www.tiffany.com/Shopping/item...6mcat%3d148208
A GPS unit or radar detector could also be nice if he has a car.
That's enough for now I think, good luck, there's a lot to be had for $300.00.