He received his first Grammy Award nomination a year later for Best New Artist.On February 17, 2001, Paisley was inducted into the Grand Ole Opry.The album features the hit song "Celebrity", the video of which parodies television shows such as Fear Factor, American Idol, The Bachelorette, and According to Jim, and included such celebrities as Jason Alexander, James Belushi, Little Jimmy Dickens, Trista Rehn, and William Shatner.(Paisley later contributed to Shatner's album Has Been.) The album's title track, "Mud on the Tires", reached Billboard No. In addition, the ninth track from Mud on the Tires, "Whiskey Lullaby", a duet with Alison Krauss, reached No. In 2005, after touring with Reba Mc Entire and Terri Clark on the Two Hats and a Redhead Tour, he released Time Well Wasted, containing 15 tracks.He also met Chris Du Bois in college, and he, too, would write songs for him.His debut as a singer was with the label Arista Nashville, with the song "Who Needs Pictures" (released February 1, 1999).He was 28 when he accepted the invitation, and was the youngest member ever to join.PBS did a 75th anniversary concert special, in which Paisley and Chely Wright sang a song that they co-wrote called "Hard to Be a Husband, Hard to Be a Wife".
Later in 2000, Paisley won the Country Music Association's (CMA) Horizon Award and the Academy of Country Music's best new male vocalist trophy.
At ten, he performed for the first time in public by singing in his church.
He later recalled that, "Pretty soon, I was performing at every Christmas party and Mother's Day event.
To support his album, he toured the country as the opening act for Lonestar.
Paisley released his third album, Mud on the Tires (2003), following Who Needs Pictures and Part II.