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Both times Punk and Cabana defeated the Briscoe Brothers to win the championship.Circa October 2003, Punk was hired as the first head trainer of the Ring of Honor wrestling school, having previously been a trainer for the Steel Domain and Primetime Wrestling.Unlike his friends, Punk genuinely wanted to be a wrestler and saw it as more than simple fun.When the promotion started taking off, doing spot shows out of a warehouse in Mokena, Illinois, Punk found out that his brother Mike had embezzled thousands of dollars from the small company, causing them to become estranged. He soon left the federation and enrolled as a student at the "Steel Dominion" wrestling school in Chicago, where he was trained by Ace Steel, Danny Dominion and Kevin Quinn to become a professional wrestler.During Punk's time in IWA: Mid-South, he had high profile feuds with Colt Cabana and Chris Hero while also rising to the top of the roster winning the IWA Mid-South Light Heavyweight Championship twice and the IWA Mid-South Heavyweight Championship on five separate occasions, beating stars like A. Styles, Cabana and even Eddie Guerrero for that Championship.Punk's feud with Hero included a 55-minute TLC match,a 93-minute two out of three falls match, and several 60-minute time limit draws.As part of the training, he wrestled at Steel Domain Wrestling in St. It was in the Steel Domain that he met Scott Colton, who soon adopted the stage name Colt Cabana.
Punk's reign is the longest during the time it was called 'WWE Championship' while Hogan's is the longest during the time it was called 'WWF Championship' (narrowly eclipsing Backlund's second reign).
At the same time, Punk joined the wrestling promotion NWA Total Nonstop Action (TNA), in which he was paired with Julio Dinero as members of Raven's TNA alliance The Gathering.
Punk started climbing the ranks of ROH, including coming in second at the Second Anniversary Show during the tournament to crown the first ROH Pure Champion, losing to A. Styles in the finals and winning the ROH Tag Team Championship twice with Colt Cabana as the Second City Saints.
He was also the winner of the 20 Money in the Bank ladder matches (the only wrestler to win the match twice in a row), and was the 2011 Superstar of the Year Slammy Award winner.
Punk initially came to prominence through his career on the professional wrestling independent circuit, primarily as a member of the ROH roster.