Wired Magazine Subscription
This will surely be his go to guide for up and coming things to hit the tech, business, media and entertainment market in 2010.
If your guy is addicted to his iPhone then this gift should top your holiday list for him this year. The SONOS S5 speaker delivers music to one room of your home without ever having to dock your iPhone in a console. You can control the music from your iTunes library via your iPhone and you also have access to thousands of free Internet stations throughout the world.
PlayStation 3 Slim