In the late 1980s, Caiazzo met professional wrestler Perry Saturn when he began working as a bouncer in a Boston nightclub managed by Saturn. Caiazzo expressed an interest in becoming a wrestler to Saturn, who responded by directing Caiazzo to a professional wrestling school operated by Killer Kowalski. Caiazzo debuted in 1989, briefly wrestling as The Eliminator.
In the early 1990s, Saturn offered to form a tag team with Caiazzo. The Greek equivalent of the Roman deity Saturn was Cronus, so Saturn chose the ring name John Kronus for Caiazzo. As Saturn and Kronus were their civilizations' respective harvest deities, Saturn proposed that the tag team be known as The Harvesters of Sorrow. After promoter Jerry Lawler advised Saturn that the significance of the name would not be evident to many fans, Saturn named the team The Eliminators.
The Eliminators wrestled their first match together at a United States Wrestling Association house show in 1993. They were hired at a starting salary of $40 a week (they later negotiated a 100% pay rise), and shared an apartment with four other wrestlers. On May 2, 1994, The Eliminators defeated Brian Christopher and Eddie Gilbert for the USWA Tag Team Championship. They held the USWA World Tag Team Championship until June 13, 1994, when they were defeated by PG-13.
The Eliminators debuted in the Philadelphia, Pennsylvania-based Extreme Championship Wrestling promotion in 1995, jobbing to the Steiner Brothers. ECW promoter Paul Heyman quickly abandoned plans to give them a sadism and masochism gimmick and instead booked them as an unstoppable force in the ECW tag team division. Managed by Jason, The Eliminators won the ECW Tag Team Championship on three occasions between 1996 and 1997, feuding with teams such as the Dudley Boyz, The Gangstas, The Pitbulls, Sabu and Rob Van Dam and the Steiner Brothers.
On May 31, 1997, Saturn tore his anterior cruciate ligament during a match. After intense reconstructive surgery, he was given a recovery time of up to a year. Kronus briefly defended the ECW Tag Team Championship single-handedly before losing to the Dudley Boyz. In late 1997, Saturn left ECW for World Championship Wrestling. Kronus competed in the singles division before forming a new tag team, The Gangstanators, with New Jack. The Gangstanators won the ECW Tag Team Championship in 1997.
Kronus left ECW in early 1999, joining the California-based Xtreme Pro Wrestling promotion. In 2000, Kronus aligned himself with the Black Army faction. He remained with XPW until leaving in 2001. During this period, Kronus appeared in the 2000 softcore bondage film Violence on Violence.
In 2002, Kronus retired from professional wrestling, relocating to the Lakes Region in Sanbornton, New Hampshire. He temporarily came out of retirement in 2005, making two appearances with the ECW reunion promotion Hardcore Homecoming.
Caiazzo was found dead in his fiancée Brandy Laundry's home in Laconia, New Hampshire on July 18, 2007, several days after he had undergone knee surgery. Caiazzo died in his sleep, with his death subsequently attributed to heart failure resulting from an enlarged heart. He was survived by his nine-year-old son, Gage Christian Caiazzo.