Oracle Exec's Mistress Upstages Sun Deal

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    NEWSLETTERS

    NBCNewYork.com
    According to billboards, YaVaughnie Wilkins was the "soulmate" of Oracle co-president Charles Phillips -- but Phillips now says the relationship is over.

    Oracle co-president Charles Phillips, the software giant's master dealmaker, crafted its $7 billion takeover of Sun Microsystems, the storied but troubled Silicon Valley tech company.

    But at an event announcing the deal Wednesday, he had to nod to domestic troubles that got the former Wall Street analyst splashed on tabloid front pages and mentioned in tech gossip blogs.

    "Hopefully you’ve had a slightly smoother week than I have," Phillips told the crowd, to laughter and applause, Digits reported.

    He was talking about the billboards which went up in New York, San Francisco, and Atlanta, picturing him with a woman other than his wife. That woman, YaVaughnie Wilkins, had created a website, advertised on the billboards, with eight years of photos of Phillips and herself.

    The billboards and website are now down, but Phillips is still dealing with the aftermath. In a statement, he acknowledged the affair. According to a source close to the matter, he is in the process of reconciling with his wife, Karen Phillips. And last month, an $11 million Hillsborough mansion where he and Wilkins apparently lived as a couple and whose address matches a former residence of Wilkins was sold.

    The Phillips-Wilkins affair has another twist that ties it more deeply into the tech world. According to Phillips, he and Wilkins started their relationship before he joined Oracle. At the time, he was working as an analyst for Wall Street investment bank Morgan Stanley. He and Wilkins were coworkers, a source tells NBC Bay Area. According to this source, Wilkins reportedly worked for Mary Meeker, the head of Morgan Stanley's technology research. Another source confirmed that Wilkins worked from Morgan Stanley from 1999 to 2001.

    The mystery is what Wilkins did after Morgan Stanley. From 2004 to 2005, Wilkins wrote for the Golden Gate Xpress, a student newspaper published at San Francisco State University.

    Her work included a fascinating essay warning men of the risks of marriage which included this line:

    "Men need to be cognizant of the devastating penalties for making the mistake of loving a woman and at some point changing his [sic] mind."

    You don't say, YaVaughnie, you don't say.