Won: 10 Grammys (most recent 2016), one Oscar (Best Original Song for "Glory" from Selma, 2015), one Tony (Best Revival of a Play for Jitney, 2017)
How he can get it: Legend could've done it this year. He's an executive producer on drama series contender Underground, was submitted in drama guest actor for his turn on the show as Frederick Douglass, and his original song for the series, "In America," was also in the running, but he didn't receive any nominations. Legend has diversified his portfolio enough now -- he's a Tony-winning producer! -- that he won't have to just rely on writing tunes to EGOT. Hell, just host an episode of Saturday Night Live, and he could become a living legend.