The Messiah wanted to do something special for his long-time girlfriend, Abby McGrew so he did it after a singing "Endless Love" during one of his famed karaoke performances. Oh wait, he didn't. the Messiah actually proposed at home, probably during a commercial break of the Gilmore Girls.
Maybe it’s a good thing Eli didn't pop the question in public. He probably would have had the ring intercepted by some other broad. Like the one in the picture.