Jay-Z and the now-retired legendary NFL quarterback Tom Brady, photographed during an after-party at the 40/40 Club in Midtown Manhattan on May 6, 2008. Earlier that evening the rap mogul had performed at the second of his and Mary J. Blige’s three “Heart of the City Tour” shows at the Madison Square Garden to a sell-out crowd of nearly 20,000 fans. The 24-date tour grossed over $34.2 million, making it the most successful male-female hip-hop/R&B tour in history at the time. Brady has named Hov as one of his favorite artists in interviews many times over the years and has said he often listens to Jay in the morning to get motivated for an impending game or training. He used “Public Service Announcement” as his walk-out song in multiple seasons because it “always gets me fired up.” #JAYZ