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 modified guillotine 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.
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