Who knew Bill Gates could be funny?

In his “last day” video shown at the Consumer Electronics Show Sunday, Gates debuted his comedic side, with the help of some famous friends.

In the video, Gates goes over the opportunities he could possibly pursue after leaving Microsoft full-time. He pumps iron with Matthew McConaughey, raps with Jay-Z, and offers his Guitar Hero skills to U2’s frontman, Bono. After trying to negotiate a biopic with Steven Spielberg and George Clooney, Gates offers his services as a running mate to both Hillary Clinton and Barack Obama.

Matt Damon, People’s Sexiest Man Alive for 2007, is in good company.

The magazine started the award in 1985, with Mel Gibson. Past winners include: Mark Harmon, Harry Hamlin, John F. Kennedy Jr., Sean Connery, Tom Cruise, Patrick Swayze, Nick Nolte, Richard Gere, Brad Pitt, Denzel Washington, George Clooney, Harrison Ford, Pierce Brosnan, Ben Affleck, Johnny Depp, Jude Law and Matthew McConaughey.