Year(s): 2002, 2011

Buyout offer: $5 million from Microsoft, $1 billion from Zynga 

What happened: In PopCap'ss early days, the video game maker had a sit down with Microsoft where the tech behemoth explained to the new company why it was worth $5 million. PopCap chuckled and politely declined the offer. Nine years and multiple hit games later, Electronic Arts nabbed PopCap for $650 million. But only after Zynga tried to buy it for $1 billion in cash. Sounds silly, right? Yes, until you look at the EA deal which also included $100 million in stock and a $550 million bonus based on its two-year performance, totaling $1.3 billion. Not bad.