Bennett debuted for Top Rope Promotions (TRP) on February 17, 2006, where he defeated Stryker.
On October 3, 2004, at the New England Wrestling Association's Return to Exile show, Bennett was part of a battle royal in which the final two competitors would face each other for the vacant NEWA Heavyweight Championship.
On January 1, 2010, Bennett defeated Kenny Dykstra to retain his TRP Heavyweight Championship, and retained it again against Colin Delaney on February 5, and against J.
Freddie in a No Disqualification match on February 21.
Three months later at 2CW's Nightmare Before Christmas show in December, Taven defeated Bennett in a rematch.
On September 14, 2012, Bennett made his debut for the Chikara promotion, when he and The Young Bucks (Matt Jackson and Nick Jackson) entered the 2012 King of Trios tournament as Team ROH, defeating the Faces of Pain (The Barbarian, Meng and The Warlord) in their first round match.