Gottlieb was hired by ESPN Radio in September 2003 as co-host of ESPN Radio's "GameNight. Gamenight" was ESPN Radio's longest running show. Gottlieb's co-host was Chuck Wilson, one of the original voices of ESPN Radio. Gottlieb would also fill in on "The Dan Patrick Show", "The Herd with Colin Cowherd" and began hosting "The NBA Today" on Sundays. Meanwhile, he also continued to call college basketball games on ESPN's family of networks. He also worked as a studio analyst for ESPNews during the NCAA tournament.