In a move to compete with Apple’s attention-getting “Mac vs PC” ads that spotlight Apple’s so-called coolness factor, Microsoft is looking to comedian Jerry Seinfeld to pep up its advertising.

The $300 million advertising campaign will star Seinfeld and Microsoft Chairman Bill Gates, according to The Wall Street Journal. Based on the theme “Windows Not Walls,” the series aims to shed a more favorable light on Windows Vista.

Launched by Microsoft’s new ad agency, Miami-based Crispin Porter

+ Bogusky, the campaign is set to debut Sept. 4 and will be one of Microsoft’s largest ad blitzes. Crispin is credited with turning around Burger King’s image.

The series will put about $10 million into Seinfeld’s pocket.

“Jerry Seinfeld is an extremely talented individual. I don’t know that he’s necessarily
associated with technology,” said Michael Cherry, an analyst at Directions on Microsoft. “But perhaps Seinfeld can help. I’ve never been impressed […]

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