His most commercially successful albums are Mud on the Tires (2003) and Time Well Wasted (2005), both certified double-platinum by the Recording Industry Association of America (RIAA).

Paisley has collaborated with artists such as Alison Krauss, Keith Urban, Dolly Parton, Carrie Underwood, and Alabama.

[2] He has stated that his love of country music stems from his maternal grandfather, Warren Jarvis, who gave him his first guitar, a Sears Danelectro Silvertone,[3] and taught him how to play at eight years old.

[3] When he was in junior high, his school's principal heard him perform "Born On Christmas Day" and invited him to play at the local Rotary Club meeting.

Paisley co-produced the former two tracks with her, in addition to playing guitar on them and featuring members of his road band, The Drama Kings; he also sang backing vocals on "One Night in Las Vegas" and "Not as In Love".

Several celebrities made notable guest appearances in the video, including Little Jimmy Dickens, Kimberly Williams, Dan Patrick, and Jerry Springer.

[17] The fifth single from 5th Gear actually came from a reissued version of the album – a new recording of "Waitin' on a Woman", a track cut from Time Well Wasted.

The reissued version received unsolicited airplay in late 2006, and features less prominent string guitar and violin parts and a more "muted" musical tone.

Some of the opening acts who appeared during the tour were Taylor Swift, Kellie Pickler, Jack Ingram, Rodney Atkins and Chuck Wicks.

Paisley announced on January 26, 2009, that he would be embarking on a new tour named American Saturday Night, with Dierks Bentley and Jimmy Wayne opening for most of the shows.

On March 1, 2010, Paisley was the first musical performance with "American Saturday Night" for the second tenure of The Tonight Show with Jay Leno.

[20] On July 31, 2010, Paisley performed alongside Carrie Underwood at the inaugural Greenbrier Classic PGA Tour Event in Lewisburg, West Virginia.

Paisley's website announced that he was a fan of Twain, prompting his collaboration on the project with Clint Eastwood, Jimmy Buffett, Sheryl Crow, Vince Gill, and others.

[25] On October 19, 2011, Paisley made a voice cameo as various background characters in the South Park episode "Bass to Mouth".

[26] On January 14, 2012, Paisley was a guest on Garrison Keillor's Prairie Home Companion, during which he did a rendition of "Life's Railway to Heaven" by Charles Davis Tillman.

On June 12, 2013, Paisley announced on his Twitter page that he would join the Rolling Stones onstage during the band's concert in Philadelphia.

It is the lead single from his tenth studio album for Sony Music Entertainment, Moonshine in the Trunk, which was released on August 26, 2014.

[38][39] Love and War features several collaborations with iconic artists, including Timbaland, John Fogerty, Bill Anderson, and Mick Jagger, as well as a songwriting credit with Johnny Cash.

[40] On October 4, 2018, Paisley and his wife Kimberly Williams-Paisley partnered with Belmont University and opened a free referral-based grocery store in Nashville to help the community in need.

This distinction also tied Paisley with Brooks & Dunn and Toby Keith for the tenth most number one singles since the chart's inception in January 1990.

He co-wrote the book with author David Wild, a contributing editor for Rolling Stone magazine and an Emmy nominated TV writer and producer.

Paisley stated that he watched Williams' performance and thought "She seems like a great girl — smart and funny and all those things that are so hard to find.

"[59] Paisley's sophomore album, Part II, featured several songs he'd written about the old girlfriend, including one about going to see Father of the Bride.

When it came time to cast the music video for "I'm Gonna Miss Her (The Fishin' Song)", Paisley said, "It felt natural to ask [Williams, the girl from the movie] to be in it.

He was accompanied by his father, Doug Paisley (33º),[64] for the ceremony on October 28, 2006,[62] and has done a number of recordings supporting the virtues of Freemasonry and DeMolay International.

Paisley also sang the national anthem before a Browns game during the 1999 season, and stated in an interview with ESPN his dream job would be to play football for them.

[68] In late 2009, Variety announced that Paisley was the executive producer of a new hour-long scripted drama series called Nashville that would air on The CW network.

[69] It was written by Neal Dodson and Matt Bomer, with Zachary Quinto as another executive producer and Mark Schwahn as director.

[70] The pilot was not picked up for a series, and it is not the same as the show of the same name that premiered in 2012 and featured two cameo appearances from Paisley and a recurring role for his wife Kimberly Williams.

[72] Like many Nashville-based musicians, he lost a number of instruments and other gear in the 2010 flood in Nashville, including a 1970s Gibson Les Paul and the prototype for a Z Wreck, one of the signature Paisley Dr. Z amplifiers.