O'Ryan began his training with "H2O" Ryan Waters and Nick Steel at the Lock-Up Wrestling School of Professional Wrestling in Fall River, Massachusetts in June 2014. He debuted in Northeast Wrestling in Connecticut on April 18, 2015 in a match against Frankie Arion. Other early matches were wrestled for Xtreme Wrestling Alliance in West Warwick, Rhode Island and Pioneer Valley Pro Wrestling in Hadley, Massachusetts.
O'Ryan was injured on March 10, 2017, during the ROH 15th Anniversary Show when he jumped too far on an Asai Moonsault and broke his leg on a guard rail. The following day, Silas Young replaced O'Ryan in a match, where The Kingdom lost the ROH World Six-Man Tag Team Championship to Bully Ray and The Briscoes.[6]
On May 9, 2018, at ROH/NJPW War of the Worlds Tour, The Kingdom would regain the ROH World Six-Man Tag Team Championship by defeating SoCal Uncensored. On September 27, 2019, on Death Before Dishonor XVII, O'Ryan and Marseglia was attacked backstage. On ROH Television, O'Ryan announced The Kingdom was now disbanded after Marseglia's attack on Taven. He then announced he would be stepping away from the ring for time to take care of a leg injury and several concussions suffered throughout the year.