Darren Stewart
The Dentist

England

Clamps in guillotine
MiddleweightUFC
August 9, 2020
Stewart defeated Maki Pitolo via submission (guillotine choke) at 3:41 of Round 1 at UFC on ESPN+ 32 on Saturday in Las Vegas.
ANALYSIS
Stewart was content to patiently wait in the center while Pitolo circled outside, and the striking battle was relatively even in the few exchanges over the first few minutes. It was a takedown attempt from Pitolo that changed the tide of the fight, however. Stewart caught Pitolo's neck in a guillotine before falling to his back and securing the position. He had Pitolo caught, and that was the end of it. The win helps Stewart bounce back from a loss to Bartosz Fabinski and improve to 3-1 in his last four fights. He'll also take home a $50,000 Performance of the Night bonus for his efforts.
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Looking at early-August bout
MiddleweightUFC
July 28, 2020
Stewart is lined up to face Maki Pitolo in a middleweight matchup at the UFC Apex in Las Vegas on Aug. 8, Nolan King of MMAJunkie.com reports.
ANALYSIS
Stewart last competed in the UFC in October of 2019, picking up his fourth win in five fights against Deron Winn (his only loss in that time came against Edmen Shahbazyan, who is headlining the Aug. 1 card). Since then, a scheduled matchup in London fell through, and Stewart instead picked up a fight under the banner of Cage Warriors, where he dropped a unanimous decision to Bartosz Fabinski. Now back with the UFC, Stewart will be matched up against a pure knockout artist in Pitolo. Pitolo has just two UFC bouts to his name, most recently coming through as an underdog and knocking out Charles Byrd at UFC 250.
No longer facing Vettori
MiddleweightUFC
March 16, 2020
Stewart's scheduled matchup against Marvin Vettori at UFC London appears to be cancelled following the event's relocation, MMAJunkie.com reports.
ANALYSIS
The UFC will be relocating the weekend's event, per an official statement, which leaves fighters like Stewart unable to secure travel plans on short notice, especially given the recently-imposed restrictions to combat the spread of COVID-19. Vettori is back in the US and looking to schedule a new opponent on short notice, so it's unclear if this matchup will come to fruition at a later date. Stewart had been a (+150) betting underdog for the proposed matchup.
Fighting on home soil
MiddleweightUFC
December 17, 2019
Stewart will face Marvin Vettori at UFC London on March 21, MMAJunkie.com reports.
ANALYSIS
Stewart was born and raised in London, though he lost his only UFC fight in his hometown back in 2017. After failing to record a win in his first four UFC matches, he's since gone on to win four of his last five. His opponent, Vettori, is coming off two wins in a row.
Concerns remain despite win
MiddleweightUFC
October 18, 2019
Stewart defeated Deron Winn via split decision (29-28, 28-29, 29-28) at UFC Fight Night on Friday in Boston.
ANALYSIS
It's rare that a fighter gives up six successful takedowns and lives to tell about it, but Winn has joined that select group and did so after securing a portion of Stewart's purse after the later missed weight on Thursday. Stewart was the far better striker of the two -- he dropped Winn with a huge shot at the very end of Round 2 before Winn was saved by the bell and won the significant strike battle by a 57-9 count -- but the poor takedown defense is a concern. Through nine UFC bouts, Stewart has found himself on the mat a whopping 22 times. Given that number, it's a minor miracle Stewart's career record with the company is .500 (4-4, 1NC). "The Dentist" won't have a prayer against better competition unless he improves in that area.
Agrees to fight heavy opponent
MiddleweightUFC
October 17, 2019
Stewart will still fight Deron Winn at UFC Boston on Friday after Winn weighed in at 188.5 pounds, 2.5 pounds over the middleweight limit, John Morgan of MMA Junkie reports.
ANALYSIS
Stewart is coming off a win against Bevon Lewis via unanimous decision at UFC 238 in June, and will now fight a heavy opponent at UFC Boston. Winn was fined 20 percent of his purse as a result of missing weight. Winn has a 6-0 record as a professional fighter heading into the bout.