Few people outside Silicon Valley have heard of Roelof Botha. But the former CFO of PayPal is famous here. His two claims to fame: negotiating that company's $1.5 billion sale to eBay, and later, as a partner at Sequoia Capital, investing in YouTube and quickly flipping the startup to Google for $1.65 billion. Is it a coincidence that that figure is 10 percent higher than his PayPal score? Few insiders think so. Botha gets four pages in Sarah Lacy's Once You're Lucky, Twice You're Good — more than Google cofounder Sergey Brin. Other figures who appear on the second page of her Web 2.0 book's index: John Battelle, Ning CEO Gina Bianchini, Facebook board member Jim Breyer, blog blowhard Jason Calacanis, and YouTube cofounder Steve Chen, whom Botha made quite wealthy.

Previously:

• A is for Adelson, who cofounded Digg

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