Paisley was the 2008 CMA and ACM Male Vocalist of the Year winner. Starting with the release of his 1999 album Who Needs Pictures, Paisley has recorded seven studio albums and a Christmas compilation on the Arista Nashville label, with all of his albums certified gold or higher by the RIAA. In addition, he has charted 25 singles on the U.S. Billboard Hot Country Songs charts, 15 of which have reached #1 with a record 10 consecutive singles reaching the top spot on the charts.

Paisley was born on October 28, 1972 in Glen Dale, West Virginia, to Doug Paisley, who worked for the West Virginia Department of Transportation, and Sandy (Jarvis), a teacher. He has stated that his love of country music stems from his maternal grandfather, Warren Jarvis, who gave Paisley his first guitar, a Sears Danelectro Silvertone at 8-years-old and taught him how to play. At age 10, 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. The neat thing about a small town is that when you want to be an artist, by golly, they'll make you one". At age 12, Paisley wrote his first song, entitled, "Born on Christmas Day". He had been taking lessons with local guitarist Clarence "Hank" Goddard. By age 13, Goddard and Paisley formed a band called "Brad Paisley and the C-Notes", with the addition of two of Paisley adult friends.

While in junior high, his principal heard him perform "Born On Christmas Day" and invited him to play at the local Rotary Club meeting. In attendance was Tom Miller, the program director of a radio station in Wheeling, West Virginia. Miller asked him if he would like to be a guest on Jamboree USA. After his first performance, he was asked to become a member of the show's weekly lineup. For the next eight years, he opened for country singers such as The Judds, Ricky Skaggs and George Jones. He would become the youngest person inducted into the Jamboree USA Hall of Fame. He also performed at the Jamboree in the Hills.

Paisley graduated from John Marshall High School, in Glen Dale, West Virginia, studied for 2 years at West Liberty University (WV) and later was awarded a full-paid ASCAP scholarship to Belmont University, in Nashville, Tennessee (from 1993 to 1995). He interned at ASCAP, Atlantic Records, and the Fitzgerald-Hartley management firm. While in college, he met Frank Rogers, a fellow student who went on to serve as his producer. Paisley also met Kelley Lovelace, who became his songwriting partner. He also met Chris DuBois in college, and he too would write songs for him.

After graduating from Belmont with a Bachelor's degree in music business, within a week Paisley signed a songwriting contract with EMI Music Publishing; and, he wrote David Kersh's "Top 5" hit, "Another You", as well as David Ball's 1999 single, "Watching My Baby Not Come Back." The latter song was also co-written by Ball.

His debut as a singer was with the label Arista Nashville, with the song "Who Needs Pictures" (released February 22, 1999). In May of that same year, he made his first appearance on the Grand Ole Opry. Seven months later he had his first #1 hit with "He Didn't Have to Be," which detailed the story of Paisley's frequent co-writer Kelley Lovelace and Lovelace's stepson, McCain Merren. We Danced also was a hit for Paisley off the debut album, reaching #1 on the U.S. Billboard Hot Country Singles & Tracks chart. By February of 2001, the album was certified platinum.

In 2000, Paisley's mainstream notoriety received a huge boost when he was exposed to his first national non-country music oriented audience on the TLC special, "Route 66: Main Street America." Producer, Todd Baker, tapped the young musician to appear on this show when he was a relative unknown outside the world of country music. It featured Paisley and band doing rare live and acoustic versions of Route 66. The international and home video versions of this program end with a full, un-cut acoustic rendition of the piece, which was performed live on Rainbow Bridge in Riverton, KS. The show accurately predicted that Paisley would become a legendary musician, and also featured blues artist, Buddy Guy.

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. 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 He was 28 when he accepted the invitation, and was the youngest member ever to join. PBS did a 75th anniversary concert special, which saw Paisley pair up with Chely Wright and sing a song called Hard to Be a Husband, Hard to Be a Wife, and would be included on the album Backstage at the Opry, It would get a CMA nomination for Vocal Event of the Year.

In 2002, he won the CMA Music Video of the Year for "I'm Gonna Miss Her (The Fishin' Song)." Several celebrities made notable guest appearances in the video, including Little Jimmy Dickens, Kimberly Williams, Dan Patrick, and Jerry Springer. His three other singles off the Part II album, "I Wish You'd Stay", "Wrapped Around", and "Two People Fell in Love", all charted in the top 10. The album stayed in the charts for more than 70 weeks and was certified platinum in August 2002. 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. The album features the hit song "Celebrity," the video of which parodies reality shows such as Fear Factor and American Idol and The Bachelorette and According to Jim and included such celebrities as Jason Alexander, Jim 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 #1 in 2004.