For 2008, my picks were these.

While I change the format slightly, most of my faves remain on the list:

 

Devices Web Products/Services iPhone Apps
iPhone Amazon AroundMe
Livescribe Del.icio.us Dropbox
Macbook Pro Dropbox ESPN ScoreCenter
Playstation 3 Flickr Flight Control
  Gamefly Flixster
  Gilt/Jetsetter iPod
  Gmail iStanford
  Google Docs Kindle
  Google Maps Pandora
  Google Reader Shazam
  Google Sites Skype
  Hulu WeatherChannel
  Jajah Zagat ToGo
  LinkedIn  
  Live Skydrive  
  Netflix  
  Outlook  
  Pandora  
  Skype  
  Voipbuster  
  WordPress