The Athlete: Andrew McCutchen
His Team: MLB's Pittsburgh Pirates
Why Jay-Z Should Sign Him: Cutch signed a new six-year deal with the Pirates before last season, so there's not a whole lot of incentive for Jay to pursue him, right? Wrong. Thanks to the surprising success that the Pirates enjoyed last year, we have every reason to believe that their center fielder could become a superstar…with a little help from Jay-Z.