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On June 25, 2019, The New York Times Magazine listed Rebecca Lynn Howard among hundreds of artists whose material was reportedly destroyed in the 2008 Universal fire.

In 2017, Howard announced the debut of her new company, the Second Say, which features Rebecca Lynn Howard as a motivational speaker for corporate and trade association meetings. Her company also provides leadership workshops and musical performances. "I'm here to connect with people," Howard said. "When I'm singing, I'm speaking to people. I feel like this venture is an extension of who I am." Additionally, she serves as a creativity consultant for business leaders.

In 2017, Loving Mary joined Gretchen Wilson on a multi-city tour in support of her album Ready to Get Rowdy.

Loving Mary released its debut album Little Bit of Love in 2016.

In 2014, Howard joined Suzie McNeil, Marti Frederiksen, Andrew Mactaggart, Sarah Tomek, and husband, Elisha Hoffman to form the country rock group Loving Mary in which she serves as songwriter, vocalist, and bassist. The group joined Aerosmith's Steven Tyler as backup band on his debut country solo studio album We're All Somebody from Somewhere and its supporting "Out On A Limb" tour in the U.S. and Japan. The band has made numerous appearances with Tyler on the festival circuit, including WE Fest and The Pilgrimage Music Festival, as well as on The Tonight Show Starring Jimmy Fallon, The Ellen DeGeneres Show, and The TODAY Show.

Howard's vocal and songwriting abilities have earned wide critical praise. In her AllMusic review of Forgive, Maria Konicki Dinoia called the title track a "chill-inducing masterpiece" and described the album as "loaded with diversity, freshness, and inspiration." Entertainment Weekly had similar praise for her performance of "Jesus and Bartenders" from the same album: "Now, that's country!" CMT News described "I Don't Paint Myself Into Corners" as a "soaring declaration of freedom" while Billboard Magazine called it "pure country joy." AllMusic's Thom Jurek praised the "deep, high lonesome sound" of Howard's duet with Vince Gill, "Girl" and gave a glowing review to Howard's third album, No Rules—naming it an "enormous leap in creative growth that is the measure of a consummate artist" and "easily Rebecca Lynn Howard's finest, most consistent record to date."

Her third album was 2008's No Rules, on the Saguaro Road label.

By 2005, Howard moved to Arista Nashville, where she released two more singles, including "No One'll Ever Love Me," which reached No. 48, and "That's Why I Hate Pontiacs".

In 2004, Howard shared in her second Grammy Award for "If I Could Only Win Your Love," a duet with Ronnie Dunn for Livin', Lovin', Losin': Songs of the Louvin Brothers. Howard has sung vocals on numerous albums for major artists, including Dolly Parton, Patty Loveless, and Vince Gill. She has also toured extensively with Kenny Rogers, Alan Jackson, Blake Shelton, Gretchen Wilson, and Steven Tyler. Howard has been a frequent performer at the Grand Ole Opry ever since her debut in 1994, and toured as one of the headliners of the 2004 Grand Ole Opry American Road Show.

The title track of her second album, Forgive (2002) reached No. 12 on Billboard, broke Top 10 on the Radio and Records country chart, and became a Top 40 single. Two more singles followed in 2003: "What a Shame" and "I Need a Vacation," which respectively reached No. 43 and No. 49 on Billboard's Hot Country Songs. Howard exited MCA in 2004.

In 2001, Howard sang a duet with Jim Brickman on "Simple Things", the lead single from his album of the same name. The song peaked at No. 1 on Billboard's Adult Contemporary Chart.

Howard's "I Don't Paint Myself Into Corners" (co-written with Trey Bruce) was recorded by Trisha Yearwood for her 2001 album Inside Out. Yearwood later performed the song at the 2002 Country Music Awards. "As Long As We're Here," co-written by Howard and Jan Buckingham, was recorded by Clay Aiken on his 2008 album On My Way Here. In 2011, Martina McBride recorded Howard's "Whatcha Gonna Do" (co-written with Rachel Thibodeaux and Jason Sever) for her album Eleven. In 2016, Howard was a co-writer of "Lipstick" (for which she developed the song concept and signature lyric), which became a breakout hit for the trio Runaway June. She has also co-written numerous songs for Gwen Sebastian and was a co-writer with Charles Esten (of the TV series Nashville) for his single "Don't Cry Long."With husband Elisha Hoffman she also has songwriting credits on the hard rock band New Medicine's 2010 album Race You to the Bottom and "World Class F*** Up" from its follow up Breaking the Model (2014).

Her self-titled debut album was released by MCA Nashville in 2000 and included the singles "When My Dreams Come True," "Out Here in the Water" and "I Don't Paint Myself into Corners," all of which charted on the Billboard country singles charts.

Howard began her professional career as a singer-songwriter in 1997, writing for Patty Loveless, John Michael Montgomery, Jessica Andrews, Lila McCann and others. After signing to Rising Tide Records Nashville, she earned the first of two Grammy Awards with her cover of the hymn "Softly and Tenderly" for the soundtrack of the film The Apostle before the label closed in March 1998. Later, she signed with Decca Records.

Rebecca Lynn Howard (born April 24, 1979) is an American country music artist. She has charted seven singles on the Billboard Hot Country Songs charts, and has released three studio albums. Her highest-charting single, "Forgive", peaked at No. 12 on the country music charts in 2002. She is a founding member of the country-rock group Loving Mary.