4. Justin Timberlake

The Mickey Mouse clubber turned band member turned solo pop star turned actor, Justin Timberlake was a part of $35 million deal of Myspace being sold to an online ad company. How much of the $35 million Timberlake invested is not available, but he is to play the "major role" in the new direction of the website, which indicates that his invested amount is a huge one.

He also invested in startups like Stipple, a photo sharing service, where he helped to raise $2 million along with 10 participants as well. He is also a part of another start up called Miso Media, a music education software maker, for which he raised $600,000 and 6 investors as well.