Jake’s very first live performance was in March 2011 when he opened for legendary rapper Snoop Dogg and shortly after he opened for rapper Mac Miller. In May 2011, Jake won the Samsung & T-Mobile national "Kick it with the Band" competition designed to highlight some of the best music talent on the verge of stardom across the country. In November 2011, Jake performed alongside Flo Rida, Sean Kingston and Asher Roth at the "Think Pink Rocks" concert in West Palm Beach, FL. In December 2011, Jake took the stage at the annual Y-100 Jingle Ball concert where Cody Simpson and We the Kings also performed. On December 31, 2011, he rang in the New Year at the Orange Drive Miami Beach Music Festival in which Jason Derulo, Cee Lo Green, Ne-Yo, Gym Class Heroes and Cobra Starship also performed. On March 11, 2012 Jake performed on both the Planet Pit Stage and Power 96 Stage at the famed Calle Ocho Festival in Miami, FL.