Ring of Honor (2005-2011)
Dempsey debuted in Ring of Honor during August 2005 where he went on to wrestle for six years. Dempsey's last ROH was at ROH on HDNet #99 on January 22, 2011, teaming with Grizzly Redwood against The Bravado Brothers (Harlem Bravado and Lance Bravado).
During his time with ROH, Dempsey wrestled six matches for CHIKARA during the early to mid months of 2008. His first match was at CHIKARA King Of Trios 2008 - Tag 2 on March 1, as part of team Sweet 'n' Sour Inc. (Sara Del Rey and Tank Tolandagainst Team FIST (Chuck Taylor, Gran Akuma & Icarus). The following night, Dempsey joined a tag team tournament at CHIKARA King Of Trios 2008 - Tag 3, teaming with Sara Del Rey in the contest eventually won by the team of Ax and Smash. At CHIKARA Cafe Culture on May 17, Dempsey lost to Ophidian in singles action. The following night at CHIKARA Grit And Glory, Dempsey teamed with Del Rey to defeat Chuck Taylor and Daizee Haze in mixed tag team action. On June 14 at the CHIKARA Young Lions Cup VI tournament, Dempsey lost a singles match to Shayne Hawke. During the tournament on June 15, Dempsey wrestled his last CHIKARA match with Del Rey defeating the team of The Osirian Portal (Amasis and Ophidian).
Outside of Ring of Honor, Dempsey has wrestled for numerous independent promotions including National Wrestling Alliance (NWA), Pro Wrestling WORLD-1 (WORLD-1), Wrestling Is Respect (WIR), American Luchacore (ALxC), Awesome Wrestling Entertainment (AWE), Independent Wrestling Association East Coast (IWA East Coast), Anarchy Championship Wrestling, (ACW), Velocity Pro Wrestling, Liberty States Pro Wrestling (Liberty States), Action Packed Wrestling (APW). Dangerous Adrenaline Wrestling Gladiators (DAWG) and World Extreme Wrestling (WXW).
- Finishers and Signature MOves
- Death Valley Driver
- Vader Bomb
- "Bad Boy"
- "Big Bad"
Championships and accomplishments
- WORLD-1 U-30 Openweight Championship