Facebook has confirmed that its chief revenue officer, Owen Van Natta, is to leave the company after two-and-a-half years.
Van Natta joined the social networking site in September 2005 and was one of the key executives behind the site's early-stage development. His remit included business development and forging strategic partnerships.
He was credited with playing a key part in negotiating a deal with Microsoft, in which the software giant took a £120m stake in the site and the rights to sell advertising outside the US.
The deal, which gave Microsoft a 1.6% stake in Facebook, valued the site at £7.3bn.
Before joining the Palo Alto, California-based company, Van Natta was Amazon.com's vice-president of worldwide business and corporate development.
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