Thorn and Ezell left the band in the mid-1990s, with Rocky Thacker taking over on bass guitar; Keyboardist Stan Munsey joined the line up in 1995, until his departure in 2018.

Seales and McGuire reformed the band in 2000 with lead singer Brent Lamb, who was in turn replaced by Curtis Wright and then by Jimmy Yeary.

Lead guitarist Jim Seales and drummer Mike McGuire formed Shenandoah in 1984 as a house band in Muscle Shoals, Alabama, with bass guitarist Ralph Ezell and keyboardist Stan Thorn, as well as lead singer Marty Raybon, who had been in his father's bluegrass band since childhood called American Bluegrass Express, as well as Heartbreak Mountain.

This album's first two singles — "She Doesn't Cry Anymore", previously found on Shenandoah, and "Mama Knows" — brought the band to the Top Ten for the first time.

[8] Byrne co-wrote "Two Dozen Roses" with Mac McAnally, a veteran songwriter and session musician who has recorded both as a solo singer and as a member of Jimmy Buffett's Coral Reefer Band.

[4] On January 22, 1991, The Road Not Taken earned a gold certification from the Recording Industry Association of America (RIAA) for shipments of 500,000 copies in the United States.

[9] Tom Roland of Allmusic gave The Road Not Taken four-and-a-half stars out of five, with his review saying, "The songs mix the day-to-day struggles of everyday-Joe with a steady respect for love, personal roots, and family.

"[6] Written by then-solo singers Robert Ellis Orrall and Curtis Wright,[12] this was the first of five singles from Shenandoah's third album, Extra Mile.

[4] Alanna Nash of Entertainment Weekly gave Extra Mile a B rating, saying that it was "unflinchingly commercial" but adding that "the band goes beyond Alabama's jingoistic flag-waving and Restless Heart's vapid mood-brighteners to showcase intelligent ballads and jaunty rhythm numbers.

The production company refused, and Shenandoah was forced to file for Chapter 11 bankruptcy in early 1991[15] after paying more than 2 million dollars on court settlements and legal fees.

[16] Although the lawsuits allowed Shenandoah to keep its name, the bankruptcy filing terminated the contract with Columbia after a 1992 Greatest Hits package.

[4] Long Time Comin' received a three-and-a-half star rating from the Chicago Tribune, whose Jack Hurst said that it was "an excellent brand of rural-toned blue-collar music.

"[20] Nash gave a B− rating in Entertainment Weekly, where she said that the album had a more country pop-oriented sound than its predecessors, but commended the "sincerity" of Raybon's voice and the themes of "family and friendship.

[6] Nash gave this album an A− rating in Entertainment Weekly, saying that Raybon's voice "beautifully capture[s] the rites of passage in Small Town, USA.

"[40] Marty continued to tour with Shenandoah until the end of the year,[41][42] when the remaining members disbanded and he sold the naming rights.

[44] Seales, McGuire, Munsey and Thacker reunited as Shenandoah in 2000, with two new members: lead singer Brent Lamb,[45] and guitarist/vocalist Curtis Wright, who was also playing with Pure Prairie League at the time.

[53] Also, Wright, after also finishing his stint in Pure Prairie League left the group to join Reba McEntire's band in early 2007,[54] and songwriter Jimmy Yeary took over as lead singer.

[53] In April 2009, the lineup of Yeary, Folsom, McGuire, Munsey and Seales performed a benefit concert in Muscle Shoals, in which Wright and Raybon also participated.

[60] He has also written songs for other artists, including "In Another World" by Joe Diffie, "Why Wait" by Rascal Flatts, "Summer Thing" by Troy Olsen, "I'm Gonna Love You Through It" by Martina McBride, and "I Drive Your Truck" by Lee Brice.

At the time of his rejoining, the band consists of Raybon, McGuire, Munsey, and bassist Chris Lucas, later replaced by Paul Sanders.

John Bush of Allmusic calls Shenandoah "one of the first groups to rebel against the urban cowboy image of the '80s and lead the way to the new traditionalism of the '90s.

"[3] Marty Raybon's vocals have been described as "blend[ing] the soulfulness of rhythm and blues with the lonely intensity of great country music.

"[68] Alanna Nash wrote that the band's work relies on "sentimental lyrics revolving around the Southern experience,"[13] and said that Shenandoah "forged its very commercial reputation on a soulful gospel-and-bluegrass blend, with lead singer Marty Raybon's searing sincerity making even the tritest songs about small-town Southern values and attitudes memorable.

"[21] Logan Smith of the St. Petersburg Times said that the band has "woven together a highly polished sound built around precision musicianship and pristine harmonies, very much a hybrid of Raybon's bluegrass roots.

"[69] Writing for the Associated Press, Joe Edwards cited the variety of sounds on the band's second album, referring to "The Church on Cumberland Road" as a "spirited up-tempo," also making note of the Southern imagery in "Sunday in the South" and the "truest country music tradition" of the ballad "She Doesn't Cry Anymore.