Punk consistently portrayed the character of an outspoken, sharp-tongued, anti-establishment, straight edge iconoclast.Most of the straight edge principles he portrayed, such as not drinking alcohol or not taking recreational drugs, are his real life views.Immediately after the match, Punk proceeded to become a villain and started a storyline where he threatened to bring the ROH World Championship to WWE with him.For weeks, Punk teased the ROH locker room and the ROH fans as well as mocking the championship he possessed, going so far as to sign his WWE contract on it.Punk won the WWE Championship twice, WWE's World Heavyweight Championship three times and the ECW and ROH World Championships once each.
His second professional bout took place on June 9, 2018, at UFC 225 against Mike Jackson, where he lost via unanimous decision.
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When the promotion started taking off, doing 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 and not have spoken since. Punk and Cabana became best friends and spent most of their early career together working in the same independent promotions, as both opponents and tag team partners.
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 in matches for the heavyweight championship.