Meta and Facebook founder Mark Zuckerberg has made unusual romantic gestures before for Priscilla Chan, his wife and Chan Zuckerberg Initiative partner. He made her a sleep box to help her get rest, and he erected a statue of her.

The billionaire has generated several unusual moments in recent years, feuding with billionaires and gifting his wife statues and, now, autotuned cover songs.

After having teased the collaboration in recent days, Mr. Zuckerberg shared an Instagram post that starts with a photo of himself and Ms. Chan in their younger years. “‘Get Low’ was playing when I first met Priscilla at a college party, so every year ...