Another celebrity dreamboat turned technology angel is Ashton Kutcher, currently seen churning out punchlines on the CBS sitcom Two and a Half Men. In 2007, he took on a role as creative director for Ooma, a VoIP service that tapped into his star power for a series of online viral marketing videos. Early on in his run on Two and a Half Men, on which he plays a billionaire whose software company was bought by Microsoft ( MSFT) for the Zune, he drew a slap on the wrist from producers after his prop laptop was plastered with logos for companies he's given seed money. Among them were Foursquare, Flipboard, GroupMe, Hipmunk and Chegg. Other names in his growing international portfolio as an angel investor are TinyChat, Milk, Path, Fab.com, Airbnb, Blekko and Optimizely.