The Athlete: Brandon Jennings
His Team: NBA's Milwaukee Bucks
Why Jay-Z Should Sign Him: Sorry, Milwaukee, but B-Jennings has way too much personality and star power to be stuck in your city. He needs to play under the bright lights somewhere and land on SportsCenter more than once a week. In order to do that, he needs to get out of Wisconsin. Roc Nation Sports could convince a team in a larger market that BJ is the point guard they need to put them over the top and score him a lot of endorsement money in the process. If you ask us, this is the guy Jay needs to be targeting now for when he becomes an unrestricted free agent after next season.