Starting with Super Bowl 54, Jay-Z and Roc Nation have largely been responsible for selecting the halftime show performers.

Kendrick Lamar has the most nominations on Sunday, followed by Lady Gaga. But one week before his Super Bowl halftime show, the Puerto Rican superstar could make history.

Puerto Rico’s favorite son is the first Spanish-language musician to headline the big game’s big show, and he will be performing for free. Donald Trump won’ t be there to see it—but ICE will.

If history is a guide, the Puerto Rican icon will bring friends on Feb. 8. It took four sentences of the NFL’s press release ...