

Also at this time, Jon moved on to an unofficial feud with Jay Matthews. This one match put Jon on the map, as a few days later, in WCE, he won his first World Heavyweight Title, which he also at the time held the Tag Team Titles in WCE with James Duncan. Jon won the match, and quickly cashed it in, for a match against Jamie Styles with the Steel Chain stipulation. This feud was hot, which included Jon being put against another newcomer, Showtime, in an open contract Ladder Match, the stipulation being the winner gets any match they want.

That rumor was squashed when Jamie gave Jon a Clash Of Styles on his tag team title. From that point on, WVW hinted at Jon joining "Da Wolfpack" to team him with Mike Rutherford, Summer and Jamie Styles. Jon(at the time known as Illest Killah) came out from the crowd, and attacked the larger Ray Matthews. Jon Michaels debuted in WVW, taking out one half of the team Paralasys, during a match that featured Summer Sammartino against the monster, Ray Matthews.
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Jon also started training to be a pro wrestler that month. Later that day, he proposed to Laura, who was pregnant with their first child, young Sarah, said yes. This moment made Jon think about life, and he quit drinking immediately. The next day, a nurse informed him he nearly died from alcohol poisoning. It got to the point where the bigger Travis Walker had to carry him to his truck and take him to the nearest hospital, Laura rode in the cab with Travis on the way there. Fast forward six months, Jon went to a graduation party with his lifelong pal, Travis Walker and future wife, Laura Ashley, and Jon was drinking heavily. Jon was kicked off the team indefinitely. In his senior year, Jon was sparring with a man who used to pick on him in their younger days, and "accidentally" broke his arm. As Jon got bigger, he was also getting better on the mat. This continued until Jon was in middle school, where he joined the wrestling team. He walked to school everyday, and was frequently picked on for being a smaller kid and was beaten up on a daily basis.

Growing up was tough for Jon, as his father was an alcoholic and his mother was on drugs. Jon Michaels was born in Jefferson City, Missouri on April 24, 1980. 1 Life Before The Natural Born Thriller.
