Before we knew about his exceptional basketball talent, it wasn’t uncommon to see Prince in the stands as a Minnesota Timberwolves loyalist when the franchise began their operations in 1988. Just six years after the team played their initial season, Prince was in a private equity partnership with Magic Johnson, Janet Jackson, and “Minneapolis sound” architects Jimmy Jam and Terry Lewis to buy the Timberwolves. Imagine Prince, the NBA owner, performing the halftime show to end all halftime shows. 

Although the proposed acquisition fell through, Prince remained the team’s Jack Nicholson as one of the few frequent celebrity sightings at their home games. Back in the ‘90s, the coolest thing to see when the Timberwolves’ game highlights aired were Kevin Garnett with a dope alley-oop finish, and Prince with jazzy fedora trying to blend in with the crowd.