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Good began working for Les Thatcher at the Heartland Wrestling Association (HWA) as a teenager; he sold popcorn and set up the ring before beginning to train at the age of 18 (Thatcher refused to train Good until he was 18 years old) as a professional wrestler under Thatcher and Cody Hawk.
Using the ring name Jon Moxley, he made his debut in June 2004.
Less than a year into his career, Moxley teamed up with Jimmy Turner as Necessary Roughness, and on May 11, 2005, they defeated the team of Extreme Desire (Mike Desire and Tack) to win the HWA Tag Team Championship.
After Quinten Lee and Ala Hussein, who made up the team Foreign Intelligence, beat Necessary Roughness for the HWA Tag Team Championship, Moxley started teaming with Ric Byrne in a team known as Heartland Foundation.
They beat Foreign Intelligence for the title on August 19, 2005, but were stripped of the championship for unknown reasons the same day.
In 2006, Moxley started challenging for the HWA Heavyweight Championship.
He assembled a stable called The Crew which over time had wrestlers like Sami Callihan, Dick Rick, Eric Darkside, and Pepper Parks.
On May 9, 2006, he beat Pepper Parks to win the HWA Heavyweight Championship, and held the title for more than four months until he dropped it to Chad Collyer on September 12.
Moxley regained the HWA Heavyweight Championship on December 30, by again defeating Parks.
Three days later, on January 2, 2007, he lost the title to Brian Jennings.
Moxley returned to the tag team division when he teamed up with his former trainer Cody Hawk.
On June 12, 2007, Moxley and Hawk defeated Tack and Tarek the Legend to win the HWA Tag Team Championship.
Moxley and Hawk's reign only lasted four days as Andre Heart and Richard Phillips, collectively known as GP Code, beat them for the title.
Moxley continued to work in the tag team division for the rest of 2007 through early 2010.
In 2009, Moxley started teaming up with rival King Vu in a team known as Royal Violence.
They captured the HWA Tag Team Championship twice while teaming together.
The first time they captured the title was on October 14, when they beat the Kosher Klub.
They held the title until December 2 when they were beaten by The Irish Airborne (Dave and Jake Crist).
Just over two weeks later, Royal Violence regained the HWA Tag Team Championships as they beat Irish Airborne on December 19.
While still one half of the HWA Tag Team Champions with King Vu, Moxley captured the HWA Heavyweight Championship for a third time.
On January 6, 2010, he successfully cashed in his "Pick Your Poison" title shot against Aaron Williams.
King Vu then turned on Moxley, costing them the HWA Tag Team Championship.
On February 24, the Noble Bloods (Lord Matthew Taylor and Sir Chadwick Cruise) defeated Royal Violence for the titles.
On July 14, Moxley lost the HWA Heavyweight Championship to Gerome Phillips.
