Bauer first began competing in Chaotic Wrestling (CW) in 2005, and was part of the villainous faction Intellectual Properties with Arch Kincaid and Thomas Penmanship. On December 9, 2005, Bauer won the Chaotic Wrestling Tag Team Championship with Kincaid as part of Intellectual Properties, when they defeated Bryan Logan and Matt Logan. They held the title until April 21, 2006, when they dropped it to The Logan Brothers. On June 30, however, Kincaid and Bauer won back the CW Tag Team Championship from The Logan Brothers, but lost it to Jason Blade and Kid Mikaze on October 20. On December 1, 2006, however, Penmanship turned on the group, and was replaced by Alex Arion.
In 2007, Bauer joined the Big Business faction with Arion and Brian Milones, and were managed by Cherry Payne. On March 30 Bauer and Arion won the CW Tag Team Championship by defeating Jason Blade and Kid Mikaze, but then lost it to Blade and Mikaze on May 18. On October 19, Bauer and Arion defeated Bryan Logan and Brian Fury. At the end of 2007 and start of 2008, Big Business were involved in a rivalry with Brian Fury, with all members taking him on in both singles and tag team matches. Bauer later broke away from Big Business, and began competing in singles matches, before forming a short-lived tag team with Chase Del Monte. On December 5, Bauer competed in a six-way number one contender's match, but it was won by "Big" Rick Fuller. In 2009, Bauer formed a tag team with Tommaso Ciampa.
Bauer made his New England Championship Wrestling (NECW) debut on June 10, 2006, defeating Nat Turner. In only his second NECW appearance on July 15, Bauer unsuccessfully challenged Frankie Arion for the NECW Television Championship. After a short hiatus from NECW, Bauer returned on October 28 at Monster's Brawl, as part of the DNA faction, alongside TJ Richter and Scott Reed, when DNA defeated Riot, Billy King and Mike Lynch. At the following show, Double Impact, Bauer and Reed, accompanied by Richter, defeated 2D Edge (Jose Perez and Pat Masters).
On February 24, 2007, Bauer lost to Alex Arion, provoking a scripted rivalry between DNA and Alex Arion. At March Badness on March 24, Alex Arion defeated Bauer and Reed in a handicap match. At NECW Global Impact, after Alex Arion defeated "Sensational" Scott Reed on June 30, Bauer and TJ Richter attempted to attack Arion after the match but was stopped by NECW officials who threatened them with suspension. Arion then confronted Reed, Bauer and Richter, and challenged Richter to a singles match to allow his brother Frankie Arion, who had been forced to leave the promotion 10 months earlier, to return to NECW. Richter declined, and instead proposed a gauntlet match in which he would have to defeat all three men or retire from wrestling, to which Arion agreed. On July 20, Arion won the gauntlet match, after defeating Reed first, then Bauer via disqualification, and finally Richter to officially reinstate his brother. At NECW's Birthday Bash 7: Caged Fury on August 18, Bauer and Richter lost to The Arion Brothers. On October 27, Bauer lost a match to the NECW Television Champion Brandon Locke by disqualification after Richter, who had been banned from ringside interfered. Afterwards, Bauer attacked Richter to disband DNA. At The Toxic Waltz on December 28, Bauer won The Toxic Waltz tournament, by defeating Richter in the final, to earn a title match for the NECW Triple Crown Heavyweight Championship at Genesis.
At Snowbrawl on January 28, Bauer and his team of Brian Fury, Alex Arion, and Bobby Fish defeated Rick Fuller, D.C. Dillinger, Eddie Edwards and Antonio Thomas in a tag team elimination match. At Genesis on February 27, Bauer had the title match that he earned by winning The Toxic Waltz tournament, but lost to the reigning champion Rick Fuller by disqualification. In a rematch at March Badness, Fuller defeated Bauer to retain. On April 26, at Spring Breakdown the NECW Triple Crown Heavyweight Championship was vacated due to a controversial ending of the match at March Badness. As a result, a triple threat match, involving Bauer, Rick Fuller and Antonio Thomas, was set up as the main event, and Bauer won to become the undisputed champion. Numerous successful title defenses followed for Bauer, including a triple threat match at Birthday Bash 8: Larger Than Life when he defeated "Big" Rick Fuller and D.C. Dillinger. At the 2008 Toxic Waltz Tournament, Bauer competed under a mask as the "Masked Enforcer", and won the tournament by defeating Alex Arion. Bauer was not cleared to compete in the tournament, so after he unmasked, the NECW President Sheldon Goldberg, reversed the decision and declared Arion the winner, earning Arion a shot at the Triple Crown Championship at Genesis 8.