Young made his World Wrestling Entertainment debut on the September 24, 2007, episode of Heat, facing Val Venis in a losing effort.

[3][4] On December 5, Young made his OVW debut, defeating Seth Skyfire in a dark match before losing to James Curtis in a match for the Television Championship;[5] however, Young was released from his contract shortly thereafter due to WWE briefly dropping its affiliation with OVW.

[6] Young later made an appearance for WWE on the February 25, 2010, episode of Superstars, where he lost to Luke Gallows.

On September 14, 2007, Young made his Ring of Honor debut at the promotion's Motor City Madness event, where he was defeated by Davey Richards.

[2][7] Following his debut, Young secured his first victory in ROH upon defeating Rhett Titus at Tag Wars on June 28, 2008.

On January 4, Young competed against World Television Champion Tommaso Ciampa, but was unsuccessful in winning the title.

[15][unreliable source] After that match, former champion Matt Taven came to congratulate them, but Young refused to shake his hand and instead attacked him.

[22][unreliable source] Young was scheduled to face Cedric Alexander at All Stars Xtravaganza, but he suffered a broken leg and was out of action for nearly seven months.

[27] On June 12, 2016, Young and the Beer City Bruiser defeated The Briscoes and The All Night Express in a three-way final to win the 2016 Tag Wars tournament.

At Final Battle on December 15, 2017, Young defeated Kenny King, Punishment Martinez and Shane Taylor in a Fatal four-way elimination match to win the ROH World Television Championship.

He lost the title again to Punishment Martinez on June 16, 2018, at Ring of Honor's State of the Art event in Dallas.

[32] Young made his All Elite Wrestling debut on the June 22, 2022 episode of Dynamite, facing "Hangman" Adam Page in a losing effort.

[35] In a 2017 interview with Solowrestling.com, DeWall revealed that his "Last Real Man" gimmick is inspired by his father's work ethic and physical appearance.