John Zandig
Along with Nick Gage, Justice Pain, and Ric Blade, Lobo was trained by John Zandig at the CZW Wrestling School and graduated first in the class. He became one of the main wrestlers in CZW along with other graduates from the school. In February 1999, Lobo became the second Iron Man Champion. He held the title until June when he lost it to Justice Pain. These two continued wrestling each other and competed in the first ever Cage of Death match at the first "Cage of Death" show. Lobo won the match and regained the title. He would lose this title to Wifebeater, but regain it one more time the following year.