Status: Corporate Investor
Founded: 1975
Location: Seattle, WA
Facebook stake: 1.6%
Value: $1.36 billion
Beaten in search by Google, and wary of Google's acquisitions in web video (YouTube) and banner advertising (Doubleclick) , Microsoft CEO Steve Ballmer (pictured) was willing to do whatever necessary to get in bed with Facebook, and seal the Seattle software goliath's foray into Web 2.0. Though interested in acquiring Facebook outright, an idea Zuckerberg nixed, Microsoft (NASDAQ: MSFT) opted for a complicated arrangement that included an advertising partnership and a small stake in the social network. Microsoft invested $240 million in the Fall of 2007 at what appeared to be a nosebleed $15 billion valuation, which garnered Ballmer a 1.6% position. Eager that the investment not appear inflated, Microsoft welcomed the participation of Hong Kong billionaire Li Ka-Shing in the Series D round. Terms also precluded Google from making an investment in Facebook. The deal looked pitiful when DST bought a larger stake at a $10 billion valuation less than a year later. However, Facebook's current $75 billion valuation means Microsoft's stake in privately-held Facebook has outperformed its own publicly-traded stock 5x.
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