He began to gain public notice through several years of touring with the Trachtenburg Family Slideshow Players and an appearance at the Bonnaroo Music Festival. His song "Electric Love Letter" was chosen as number 5 on the "Rolling Stone" editor's top ten picks and was also in the movie "Waitress". He has been seen on tours with Cake, The Avett Brothers, Murder By Death, Jeffrey Lewis, The Violent Femmes, Lucero, Rocky Votolato, the Woes, Josh Ritter, Drive-By Truckers, The Low Anthem, Old 97's, Jessica Lea Mayfield, Grace Potter and the Nocturnals, The Devil Makes Three, and The Lumineers.