Paisley has built one of the biggest careers in contemporary country music over the last two decades. The singer-songwriter and guitarist has won three Grammy Awards, two American Music Awards, 14 Academy of Country Music Awards, 14 Country Music Association Awards and more. The longtime co-host of the CMA Awards was inducted into the Grand Ole Opry in 2001. Paisley has written 21 of his 24 No. 1 hits, and he's sold more than 20 million albums, track downloads and streaming equivalents over the course of his career.