Cyrus starred in the 1999 independent film Radical Jack. He also had a small part in David Lynch's 2001 film Mulholland Drive as Gene, a pool cleaner who had been having an affair with the wife of Adam Kesher (Justin Theroux). In 2001, Cyrus played the lead role on the PAX (now ION Television) comedy-drama Doc, which became the network's highest-rated show. In 2005, Cyrus expanded his acting career in a stage production of Annie Get Your Gun in Toronto, appearing in the role of Frank Butler.
Cyrus' television credits include The Nanny, Diagnosis Murder, Love Boat, The Next Wave, and TNN’s 18 Wheels Of Justice. In 2004, he guest-starred as a limo driver in the episode "The Power of Love" of the Canadian teen drama Degrassi: The Next Generation. Cyrus has also been the subject of many television specials that detail his rise to fame and his career. These include two ABC documentaries, Billy Ray Cyrus: Dreams Come True and Billy Ray Cyrus: A Year on the Road, a VH1 exclusive, as well as the TNN specials I Give My Heart To You, and The Life and Times of Billy Ray Cyrus. In late 2005, Cyrus and his daughter Miley Cyrus began co-starring in the Disney Channel original television series, Hannah Montana, which premiered on March 24, 2006.
In March 2007, Cyrus joined several other celebrities to take part in the fourth season of the US version of Dancing with the Stars. He and his partner Karina Smirnoff, were eliminated in the eighth week (May 8, 2007) after having also placed in the "bottom two" the week before. Cyrus also starred in Jackie Chan's movie The Spy Next Door. It was shot in Albuquerque, New Mexico and released in January 2010. Cyrus sits on the advisory board of the Parents Television Council.
In 2010, it was announced that he and his son Trace Cyrus would take part in a new Syfy reality series called UFO: Unbelievably Freakin' Obvious.
While trying to get a recording contract in Los Angeles, Cyrus suffered many hardships including living in his car. However, in 1990, he was signed to PolyGram/Mercury. That same year, he opened for Reba McEntire. Cyrus began to record and write music for his debut album, released in 1992.
Some Gave All was released in 1992. The album became an instant chart and sales success. It debuted at No. 1 on the Billboard Top Country Albums, Billboard 200, Canadian Country Albums chart, Canadian Albums Chart, and on the charts of several other foreign countries. The album featured four consecutive Top 40 singles on the Hot Country Singles & Tracks chart from 1992 to 1993, including an album cut, the title track. The most successful single released was "Achy Breaky Heart". It reached No. 1 on the Hot Country Singles & Tracks chart and was also a hit on the pop charts, where it reached No. 4. Although the song was the only number one single, "Could've Been Me" reached No. 2, "Wher'm I Gonna Live?" reached No. 23, and "She's Not Cryin' Anymore" reached No. 6. Some Gave All was certified 9× Multi-Platinum in the United States in 1996, and has sold over 20 million copies worldwide.
In 1993, Cyrus and Mercury Records quickly released Cyrus' second studio album, It Won't Be the Last. The album featured four singles; however, only three made the Top 40. The album debuted at No. 1 on the Country charts, and No. 3 on the Billboard 200. By the end of the year, It Won't Be the Last was certified Platinum by the RIAA. The highest charting single, the lead-off single, "In the Heart of a Woman", charted to No. 3, with "Somebody New" charting to No. 9, "Words By Heart" at No. 12, and "Talk Some" at No. 63. Also in 1993, Cyrus appeared on Dolly Parton's single "Romeo"; though the single only reached 27 on the country singles charts, the accompanying video was popular on CMT.
Cyrus' third studio album, Storm in the Heartland, was released in 1994. It was the final album he recorded for PolyGram, as they closed their doors in 1995. The album was not as successful as its predecessors. It only reached No. 11 on the Country albums chart, and only the title track made the Top 40 of the Country singles chart. "Deja Blue" was the second single released; however, it only managed to chart to No. 66, and the third and final single, "One Last Thrill", failed to chart at all.
The album only managed to be certified Gold in the U.S. Before Cyrus started on his next album, he was transferred to Mercury Nashville. Also in 1994, Cyrus contributed the song "Pictures Don’t Lie" to the AIDS benefit album Red Hot + Country produced by the Red Hot Organization.
Cyrus' most critically acclaimed album was 1996's Trail of Tears on Mercury Records. The album debuted at No. 20 on the Country chart when released. Only two songs made the cut to radio, although neither one hit the Top 60. The title track and "Three Little Words" reached No. 69 and No. 65 respectively. The album failed to reach any certification, and was on and off the charts after only four weeks. Mercury Nashville released Shot Full of Love in 1998. The album became his lowest-peaking album, debuting at No. 32. The first single, "Under the Hood", failed to chart, "Time for Letting Go" hit No. 70, "Busy Man" charted No. 3, and "I Give My Heart to You" reached No. 41. After the single fell from the charts, Cyrus left Mercury's roster and signed with Monument Records in 1999.
His debut album for Monument, Southern Rain, was released in 2000. It debuted at No. 13 on the Country albums chart and No. 102 on the Billboard 200. Five singles were released and all five charted. The lead-off single, "You Won't Be Lonely Now", was the highest-peaking single from the album, charting to No. 17. Other singles include "We the People" (#60), "Burn Down the Trailer Park" (#43), "Crazy 'Bout You Baby" (#58), and the title track (#45).
After the singles from Southern Rain finished their chart runs, Cyrus began to record two Christian albums. Both albums, Time Flies and The Other Side, were released in 2003. The first album debuted and peaked at a low No. 56 on the Country album charts. Three singles were released; however, only the final single charted. "Bread Alone", "What Else Is There", and "Back to Memphis" were released, and "Back to Memphis" charted to No. 60.
The second Christian album, The Other Side, was recorded while Cyrus filmed his PAX series, Doc. It debuted at No. 5 on the Top Christian Albums chart, No. 18 Top Country Albums, and No. 131 on Billboard 200. Two of three singles charted – "Face of God" (#54) and "The Other Side" (#45) – while "Always Sixteen" failed to chart at all.
The album Wanna Be Your Joe was Billy Ray's first country album since 2000s Southern Rain. As with its preceding albums, it too, was recorded on a new record label: New Door/UMe Records. It was released while Cyrus was filming the show Hannah Montana. Wanna Be Your Joe made it to No. 24 on the Country charts and No. 113 on the all-genre charts. The album initially sold well, but no hit-single was released. The title track was released as the first single, and was followed by "I Want My Mullet Back", both of which were ignored by country radio. Although not released as a single, a music video was made for the track "Stand", a duet with daughter Miley Cyrus.
Also in 2006, Billy Ray appeared with metal-rock group Metal Skool (now Steel Panther), and performed several songs including "Rebel Yell" by Billy Idol, and the song "I Want My Mullet Back", which appears on Wanna Be Your Joe.
In mid-2007, Cyrus was a celebrity contestant on the 4th season of the show Dancing with the Stars. Cyrus was partnered with Karina Smirnoff. As the show began to air, Cyrus was instantly a fan favorite. Cyrus and Smirnoff made it to the semi-finals where they finished in 5th place.
From his exposure on Dancing with the Stars and Hannah Montana, his record label pushed up the release date a month in advance of his new album. Home at Last was released in July 2007 on Walt Disney Records. It debuted at No. 3 on the country charts, making it Cyrus' first Top 5 entry since It Won't Be the Last debuted at No. 1 in 1993. Beginning sales for the album were very strong, however, the album failed to be certified. The single, "Ready, Set, Don't Go", was initially released as a solo single. The solo version made it to No. 33 on the Hot Country Songs chart.
In October 2007, Cyrus and daughter Miley Cyrus, performed a duet version of the song on Dancing with the Stars. The duet of the song debuted at No. 27 on the Country charts and eventually peaked at No. 4 in 2008; giving Billy Ray his first Top 5 single since "Busy Man" in 1999, as well as Miley's first Top 5 on any Billboard chart.
Cyrus was a part of the Disney collection, Country Sings Disney in 2008. Two of his songs, "Ready, Set, Don't Go" and the Sheryl Crow penned song, "Real Gone" appeared on the album. Billy Ray's version of "Real Gone" was also made into a music video that is in rotation on both CMT and GAC; the song also appears on Back to Tennessee.
In late-2008, his website confirmed that a new studio album would be released by the end of the year from Lyric Street Records, entitled Back to Tennessee. The album was originally planned to be released on October 21, 2008, but was pushed back to November 18. When the album was not released, it was announced for a January 13, 2009 release. The first single, "Somebody Said a Prayer", debuted at No. 53 in August 2008 and reached No. 33 in November of that year. On March 14, 2009, the albums title track debuted at No. 59 on the country singles chart and a month later on April 7, Back to Tennessee was released. The song only charted to No. 47 after 11 weeks. A third single, "A Good Day", debuted at No. 60 on the country charts for the chart week of September 5, 2009.
It was less successful in its first week out as Home at Last. It only reached No. 13 on the charts and only sold approximately 14,000 copies in its opening week. The albums release date coincided with the release of Hannah Montana: The Movie. The song "Back to Tennessee" was included on the movies soundtrack, as well as a duet with Miley Cyrus, entitled "Butterfly Fly Away". The latter song would peak at No. 56 on the Billboard Hot 100 and at No. 50 and Canadian Hot 100.
On November 12, 2008, Billy Ray and Miley presented the "Song of the Year" award at the 42nd Annual Country Music Association Awards. Prior to the award show, both Billy Ray and Miley performed on Good Morning America. In December 2008, Cyrus made a cameo in Metro Station's video, "Seventeen Forever". Shortly after the chart debut of Back to Tennessee's third single, "A Good Day", Cyrus and Lyric Street Records parted ways after only one album.
Cyrus, Phil Vassar, Jeffrey Steele and John Waite then formed a new supergroup together in early 2009 called Brother Clyde. On Twitter, Cyrus confirmed the supergroup, saying they just cut the first single from the new album, Lately. On June 30, 2010. Cyrus released on his Facebook information about the new alternative rock group, Brother Clyde, with the old members substituted by Samantha Maloney, Jamie Miller, Dan Knight and Dave Henning. He also stated that their single, "Lately", was available on iTunes and that their debut album would be out on August 10, 2010.
In late 2010, Cyrus suspended his activities in the band Brother Clyde, and announced the release of his new solo patriotic album, entitled I'm American. Initially scheduled to be released in November 2010, it was pushed back to a May 24, 2011 release with a re-recording of "Some Gave All" that featured guest vocals from Darryl Worley, Jamey Johnson and Craig Morgan being released as the lead-off single. However, in April 2011, the single was changed to "Runway Lights". I'm American was released on June 28, 2011. A second single, "Nineteen", was released in August 2011. The song entered the Hot Country Songs chart for the week of October 8, 2011, where it debuted at number 58, becoming Cyrus' first charted single since "A Good Day" in 2009.
Cyrus released the album Change My Mind on October 23, 2012. Its first single, the title track, was released on September 6. He also performed at the Warwick Musical Tent in Warwick, Rhode Island in the early 90's. On July 14, 2013 Cyrus announced that he is working on a new album which should release sometime next year.
From 1986 to 1991, Cyrus was married to Cindy Smith, with whom he co-wrote the songs "Wher'm I Gonna Live?" and "Some Gave All", both of which were featured on his 1992 debut album Some Gave All.
On December 28, 1993, he married Leticia "Tish" Cyrus, née Finley. Together they have three children: Miley Ray (born Destiny Hope in 1992), Braison Chance (born 1994), and Noah Lindsey (born 2000). He also has two adopted stepchildren from Finley's previous marriage: Brandi (born 1987); and Trace (born 1989), former singer/guitarist for Metro Station. He also has a son, Christopher Cody (born 1992), from a previous relationship with Kristin Luckey, who raised him in South Carolina. Cyrus adopted Brandi and Trace when they were young children. In a 2004 interview on ABC News: Primetime, Cyrus stated that daughter Miley (conceived with Finley) and son Christopher (conceived with Luckey) were both born in 1992, at which time Cyrus was unmarried, and that his marriage to Finley the following year when she was pregnant with their son was secret and against his record company's advice.
The family lived on a 500-acre (2.0 km2) farm in Thompson's Station, outside of Nashville, Tennessee before moving to Los Angeles for the filming of Hannah Montana. Cyrus' other daughter Brandi had a role in a Hannah Montana episode "Yet Another Side of Me" as Customer No. 1 and in the season 4 episode "Been Here All Along" as the Guitarist during the military tribute.