In early 1970, the Outlaws were joined by two members of the Dave Graham Group that was also managed by Paul D. (Ped-Dyn. Productions.) The Dave Graham Group's Union leader was Monte Yoho, but he was not invited to be part of this line-up. The early 1970 Outlaws line-up was Hughie Thomasson, Frank O'Keefe, Dave Dix, Billy Jones and Dave Graham. Graham was influential in moving the group toward country-rock, especially the music of Poco. They recorded a cover of the Doors "Five to One" as an audition to a recording deal that never materialized. This grouping disbanded in the Spring of 1970 and the group eventually parted ways with Paul D. Yoho and Herb Pino returned, but by 1971 the offers for gigs had slowed down and the group went into limbo for a year or so, not sure if they would continue.
Billy Jones, who would sometimes show up to jam with the group on organ in 1971 and 1972, returned from a stint in Boulder, Colorado in 1973 and switched to guitar, giving birth to the band's first infamous guitar trio later dubbed "The Florida Guitar Army". O'Keefe left the group temporarily in 1973–74. Buzzy Meekins and another bassist named Rick stood in until he was able to return. In 1974 Charlie Brusco signed on as manager for The Outlaws. Alan Walden (brother of Capricorn Records founder Phil Walden) was told of the group by Lynyrd Skynyrd frontman Ronnie Van Zant and he joined forces with Brusco as co-manager.
The Outlaws' earliest well known songs were "There Goes Another Love Song" and "Green Grass and High Tides", both from their 1975 self-titled debut album. Their 1980 cover of "(Ghost) Riders in the Sky" from the album Ghost Riders was their biggest single chart success, reaching #31 on the Billboard "Pop Singles" chart.
While the Outlaws are generally considered to be a part of the southern rock genre, there are distinct differences in their approach and their influences. Their primary similarity to other southern rock bands is the dual lead guitar interplay, a defining characteristic of many southern rock bands. However, the Outlaws’ mix of country and rock elements displays the vocal harmony influences of groups like Buffalo Springfield, the Byrds, and Poco. Their use of three and four part harmonies set them apart from their contemporaries who usually relied on a single lead vocalist.
In April 2005, original members Hughie Thomasson, Henry Paul, Monte Yoho, and David Dix reunited as the Outlaws and the rest of the lineup was filled out with former guitarist Chris Anderson, bassist Randy Threet, and Dave Robbins on keyboards. The latter three had been with Paul's country group BlackHawk. The two originals not included in the lineup, guitarist Billy Jones and bassist Frank O'Keefe, could not join as they both died in 1995, within weeks of each other. O'Keefe died of a drug overdose and Jones committed suicide shortly after.
Paul and Robbins left to resume their careers in BlackHawk in early 2006, but the remaining band soldiered on. They were part of the Charlie Daniels Volunteer Jam tour in the summer of 2007. Band leader Hughie Thomasson died on September 9, 2007, of a heart attack in Brooksville, Florida. obituary report No release date has been announced for the new studio album, Once an Outlaw, that was finished before Thomasson's death.
A cover version of their trademark epic 10-minute track "Green Grass and High Tides" is featured as the finale in the set list for guitar and bass in the video game Rock Band and features two complicated solos.
In December 2007, 2008 Outlaws dates were released. In January 2008, the Outlaws lineup would be revealed to include Henry Paul (guitars/vocals), Chris Anderson (guitars/vocals), Billy Crain (guitars), Jon Coleman (keyboards), Brett Cartwright (bass)however Randy Threet remained and Cartwright never toured, and Monte Yoho (drums). This would be the first lineup in Outlaws' history without Hughie Thomasson on guitars and vocals, as from the band's formation to his death, he was the only constant member, garnering him the nicknames "Mr. Outlaw" and "The Lone Outlaw".
According to the band's web site, the Outlaws announced their intention to continue to tour through the summer and fall of 2009 with this lineup and planned to participate in the Simple Man Cruise with Lynyrd Skynyrd in January 2010. It was also stated on the website that the band would change its name to 'Henry Paul Band' due to Thomasson's death, but to continue touring with the same setlists.
In May 2010, The Outlaws were featured, along with The Marshall Tucker Band, Molly Hatchet, Blackberry Smoke, and The Chris Hicks Band, on stage at Long Island Southern Jam 2010 in Babylon, NY at Overlook Beach.
The all day concert featured a unique jam fest for all the bands. *LI Southern Jam website For the 2010 tour Dave Robbins returned on keyboards and Henry Paul was involved in a lawsuit brought about by Hughie Thomasson's widow, Mary, which alleged trademark violations. In April, 2011 the case was ruled upon in favor of Henry Paul, Monte Yoho and the co-defendants.