As Bad Bunny makes his Saturday Night Live debut on October 21, he’ll be joining a relatively small group of performers who pulled double duty as both the host and the musical guest on the same show. Make no mistake: that shit is hard. You’ve got to be funny, you’ve got to be creative, you’ve got to switch modes from acting to singing at the drop of a hat. And let’s be honest: some musicians just aren’t all that charismatic when it comes to delivering the opening monologue and performing in sketches. That’s not in any way a dig; being funny on the fly and having musical talent are two entirely different things, both of which are very difficult. But that just makes the rare few who actually pull it off even more special.
Sometimes a performer surprises with their versatility, like Paul Simon and his disarming humor and charm. Sometimes it’s not much of a surprise when a musician crushes it as a host—with all that charisma, it would’ve been more shocking if Bruno Mars had bombed. And sometimes there’s an artist with a truly uncanny talent who can bridge the gap between music and sketch, like Ariana Grande and her vocal impressions. Each of the musicians on this list brought something special to the table when they hosted and performed on SNL, and we think that’s worth celebrating. Fingers crossed Bad Bunny pulls it off, too.