The Ultimate Fighter Dollaway appeared on the
seventh season of the reality television series
The Ultimate Fighter. He earned a spot on the show when he defeated David Baggett by TKO. Rampage Jackson won the initial coin toss and decided to pick the first fighter, Dollaway. Dollaway did not have his first fight until the last preliminary fight, going up against
Nick Klein. Dollaway defeated Klein by guillotine choke in the second round. Dollaway then went on to fight Cale Yarbrough in the quarter-finals. Dollaway won the fight by TKO in the first round. Dollaway's next opponent was the future winner of the show
Amir Sadollah, Sadollah won by an armbar submission in the third round. After
Jesse Taylor was forced out of the show, Dana White needed someone to fight Sadollah in the finale. Dollaway and
Tim Credeur fought to see who would be in the finale. After three rounds, Dollaway won by unanimous decision. Sadollah defeated Dollaway for the second time by armbar to win the show. Although it appeared that Dollaway had tapped, shortly after the fight he proclaimed he did not in fact tap, which Joe Rogan disputed.
Ultimate Fighting Championship Following up on his loss at The Ultimate Finale, where he was runner-up, he was offered a fight against fighter
Jesse Taylor at
UFC Fight Night: Silva vs. Irvin where he won by Peruvian necktie in the first round. This was the first time in UFC history this submission was successfully used and earned Dollaway
Submission of the Night honors. At
UFC 92, Dollaway returned to action, for his eighth fight of 2008, against
Mike Massenzio, a fighter who he had formerly defeated in his Junior College wrestling career. Dollaway defeated Massenzio by TKO due to punches at 3:01 of the first round. After being stunned by a Massenzio punch and nearly being caught in a guillotine choke, Dollaway secured top position, took Massenzio's back and pounded his opponent with punches until the referee halted the bout. After the stoppage Dollaway celebrated with a howl similar to that of his coach on
The Ultimate Fighter,
Quinton Jackson. Massenzio later stated that Dollaway tapped out during their match. Dollaway had his fourth fight for the UFC taking on
Tom Lawlor at
UFC 100 on the preliminary card. In the beginning of the bout, Dollaway shot in for a takedown but was quickly ensnared in a guillotine choke. Lawlor tightly locked the hold, and moments later Lawlor looked up to the ref stating Dollaway had lost consciousness, ending the bout 55 seconds into the first round. He was scheduled to fight
Dan Miller on September 16, 2009, at
UFC Fight Night 19. However, Miller got an infection and had to withdraw. Newcomer
Jay Silva was named as his replacement. Dollaway outwrestled Silva for three rounds, winning a unanimous decision. Dollaway next faced
Goran Reljic on February 21, 2010, at
UFC 110. Dollaway was able to win via unanimous decision, with all three judges scoring the bout 29–28. Dollaway faced
Joe Doerksen on September 25, 2010, at
UFC 119. Dollaway defeated Doerksen by modified guillotine choke at 2:47 of the opening frame. In this bout, Dollaway showed exceptional grappling skills, locking on to an arm in guillotine and trying to submit his opponent. Then a scrambled ensued, with Dollaway switching to a Peruvian Necktie choke from the mount and forcing Doerksen to tap. He was awarded his second
Submission of the Night award for this victory. Dollaway faced
Mark Muñoz on March 3, 2011, at
UFC Live: Sanchez vs. Kampmann and lost by KO for the first time in his career at only 54 seconds of the first round. Dollaway was defeated via second-round TKO by
Jared Hamman on August 14, 2011, at
UFC on Versus 5. Dollaway faced
Jason Miller on May 26, 2012, at
UFC 146. He weathered the striking of Miller at the beginning of each round and used his wrestling and ground and pound to control the latter part of the rounds, en route to a unanimous decision victory. In a post-fight interview, with Ariel Helwani, Dollaway stated that he was happy with his performance, and that the win was big for his career. However, many fans were disappointed with Dollaway for having held Mayhem down for almost the entirety of the fight without having mounted much offense. Dollaway defeated
Daniel Sarafian on January 19, 2013, at
UFC on FX: Belfort vs. Bisping. The exciting three round affair earned both fighters the 'Fight of the Night' bonus. Dollaway was expected to face
Cezar Ferreira on May 18, 2013, at
UFC on FX 8. However, Dollaway pulled out of the bout citing an injury and was replaced by
Chris Camozzi. Dollaway faced
Tim Boetsch on October 19, 2013, at
UFC 166, replacing an injured
Luke Rockhold. While Dollaway seemingly controlled the action for the majority of the bout, he was docked a point for multiple eye pokes to Boetsch and lost the fight via split decision. A bout with
Cezar Ferreira eventually took place on March 23, 2014, at
UFC Fight Night 38. Dollaway won the fight via KO in the first round. Dollaway faced
Francis Carmont on May 31, 2014, at
UFC Fight Night 41. He won the fight by unanimous decision. The win also earned Dollaway his first
Performance of the Night bonus award. This also marks the first time the UFC promotion has given a
Performance of the Night bonus to a fighter who won their fight by decision. Dollaway faced
Lyoto Machida on December 20, 2014, at
UFC Fight Night 58. He lost via TKO in the first round. Dollaway faced
Michael Bisping on April 25, 2015, at
UFC 186. Despite dropping Bisping in the first round, Dollaway lost the fight by unanimous decision. Dollaway next faced
Nate Marquardt on December 19, 2015, at
UFC on Fox 17. After a back-and-forth first round, Dollaway lost the fight via knockout in the second round. Dollaway was expected to face
Francimar Barroso in a light heavyweight bout on September 10, 2016, at
UFC 203. However, on the day of the event, Dollaway suffered a back injury at his hotel due to a malfunctioning elevator and was unable to participate. As a result, Barroso was also removed from the event. After nineteen months away from competition, Dollaway faced
Ed Herman on July 7, 2017, at
The Ultimate Fighter 25 Finale. He won the back-and-forth bout via unanimous decision. Dollaway returned to middleweight and faced
Héctor Lombard on March 3, 2018, at
UFC 222. Dollaway won the fight after Lombard clearly landed two intentional strikes to Dollaway after the end of the first round, knocking him down. Lombard was disqualified and Dollaway was given the victory whilst outside the octagon. Dollaway was scheduled to face
Omari Akhmedov on September 15, 2018, at
UFC Fight Night 136. However, Akhmedov pulled out of the fight in early September and was briefly replaced by promotional newcomer Artem Frolov. In turn, after just three days, Frolov backed out of the fight citing lingering injuries, and he was replaced by Khalid Murtazaliev. Dollaway lost the fight via TKO at the end of the second round. On August 16, 2019, it was reported that Dollaway tested positive for
anastrozole, a
growth hormone releasing peptide 2 (GHRP-2 or pralmorelin); a metabolite of GHRP-2; and GHRP-6, on a sample collected on December 19, 2018. In addition, tested positive for
clomiphene on an out-of-competition sample collected on February 9, 2019. Dollaway also tested positive for receiving
intravenous (IV) infusion over the allowable limits in December 2018. As a result, Dollaway was suspended for 2 years by
USADA retroactive from December 13, 2018, becoming eligible to fight again on December 13, 2020. Dollaway indicated that he was unknowingly in contact with the substance from a stem cell procedure done in Mexico. In December 2019, news surfaced that after a 20-fight tenure Dollaway and the UFC had parted ways.
Post-UFC career Dollaway challenged
Jiří Procházka for the Rizin Light Heavyweight Championship at
Rizin 20 on December 31, 2019. ==Lawsuit against Endeavor==