Wintour and Weinstein have both been prolific fundraisers for the president this campaign cycle, and are both listed as having raised more than half a million dollars for Obama's reelection campaign.

The pair have been able to attract big names to Obama fundraising events. A June event co-hosted by Wintour and "Sex and the City" star Sarah Jessica Parker drew actress Meryl Streep, designer Michael Kors and Bravo' s Andy Cohen.