In 2008, DJ Montay produced his number one smash hit "Low" by Flo Rida featuring T-Pain. "Low" was one of the year's biggest songs and earned DJ Montay two Grammy nominations. In 2009, he followed up with "Sugar" for Flo Rida featuring Wynter Gordon, which peaked at number 5 in the Billboard Hot 100; "Who the Fuck is that" by Dolla featuring Akon and T-Pain; "I’d Rather" for the Academy Award-winning group Three 6 Mafia; and "Creepin" by Chamillionaire featuring Ludacris.