The first of four Titan FC 42 title fights will feature former UFC heavyweight Jack May looking to prove he is worthy of a second stint in the Octagon.

May’s Titan FC debut was short-lived and anticlimactic, as “The Outlaw” suffered an injury only one minute into his bout with Chase Sherman at Titan FC 38. The pain was exacerbated as that was May’s first fight in almost two years.

In August May made his return to the cage and saw off his opponent at TFE: Vengeance with a unanimous decision victory.

The win resulted in Titan FC calling once more with a title fight chance against Volkan Oezdemir for Titan’s vacant heavyweight belt.

A former fighter under Erik Paulson’s CSW gym, Jack May now trains with Brady Fink, who is a trainer of current UFC middleweight champion Michael Bisping. The change was more than welcome for Jack May, who spoke to Cage Pages about his upcoming fight.

“I think it’s improved drastically because now I actually have a coach. Erik Paulson is a very busy individual and wasn’t really around a whole lot. Especially in the beginning of my career. There were no training camps tailored to me.

“Now that I have Brady, a lot of the wrestling, ground game, striking fine tuning is all tailored specifically for me. We hired a strength and conditioning coach, a meal-prep service (High Performance Meals) taking care of everything. I just feel like I’m in a better place now. I’m a veteran, I’m healthy, we’re just in a good spot now.”

The place he is in now is a stark contrast from the tough road he’s been on over the last two years. From getting cut by the UFC after losses to talented heavyweights Derrick Lewis and Shawn Jordan, to a 2015 absent of fights.

“Losing two in the UFC and getting your walking papers is never the easiest thing to digest. And then the five fights cancelled that were on paper, but there were probably another five to 10 that were negotiated and verbally agreed to and then opponents change.”

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