In 1991, while working as a marketing executive for PepsiCo, Kenney was introduced to wrestling trainer Jim Kettner. Kenney decided to become a professional wrestler, and was trained by Kettner in Salem, New Jersey. Once his training was complete, he worked for Kettner's East Coast Wrestling Association as "Lance Diamond", teaming with Steve Corino.
In May 1998, Kenney was hired by Extreme Championship Wrestling (ECW), and wrestled his first match against Nova in York, Pennsylvania. In August 1998, he changed his name to "Simon Diamond", taking the name "Simon" from the real surname of his mentor, Dean Malenko. Kenney was paired with Swinger in May 2000 during an ECW World Tag Team Championship tournament and the two later formed a tag team which would endure for five more years.[2]
Diamond and Swinger joined forces with C. W. Anderson in mid-2000, and began to ascend the ranks of the promotion.[2]
Kenney and Swinger separated in 2004 and engaged in a feud, which saw Kenney turnface and embrace his Irish heritage, wrestling as "Irish" Pat Kenney.[2] After being briefly renamed The Empire Saint, Kenney was not booked by TNA for several months, during which time he spent three weeks competing in Japan with the Zero-1 promotion.
In September 2005, Kenney spent two weeks in India, where he and fellow TNA employees Sonjay Dutt and Shark Boy visited several cities, promoting the debut of Impact! on ESPN Star Sports.[2] On September 28 in Bhopal, a riot broke out when 1,000 fans were excluded from an event after attendance exceeded expectations.[2] None of the three TNA wrestlers were injured.
Kenney returned to America in October 2005, and on December 8 started an angle with Chicago White Sox catcher A. J. Pierzynski.[2] At Turning Point the Diamonds in the Rough (Diamond, Young and Skipper) were defeated in a six-man tag team match by Chris Sabin, Sonjay Dutt and Dale Torborg, who had Pierzynski in their corner.[2] Pierzynszki returned to TNA in March 2006 and was once again confronted by Diamond, who ended up getting hit with a chair by the White Sox Manager Ozzie Guillen.[2] Shortly thereafter Kenney became a road agent for TNA.
On November 3, 2008, Kenney was released from his contract with TNA, with them citing budgetary cuts as the reason.[2]
On September 18, 2009, TNA Wrestling announced that Kenney had been rehired as a road agent to replace the fired Jim Cornette and B.G. James.[8]
Kenney began dating Dawn Marie in October 1998.[14][15] Before dating, the two had been good friends for almost two years.[15][16] They had planned to be married by the end of 2000 or into 2001.[15][17] They did not wed, but stayed engaged for several years afterwards.[18] After seven years together, their relationship began to come to an end.[16] Kenney and Candice Kenney have a child born in 2010.[19]
In 2009, Kenney filed a sexual abuse lawsuit against a former priest at Salesianum School.[7]
^Jason Scales (August 2001). "Dawn of a New Era". Wrestling Digest. Archived from the original on December 17, 2007. Retrieved January 8, 2008.
^ abcMike Mooneyham (August 2000). "Dawn Marie - Q&A". The Wrestling Gospel. Archived from the original on October 12, 2007. Retrieved January 10, 2008.
^ abDawn Marie Psaltis (September 27, 2007). "Dear Fans..." MySpace blog. Retrieved February 26, 2008.