Callis received a try-out match with the World Wrestling Federation (WWF) in 1996 and was eventually hired to form a tag team with Rick Martel, which was dubbed "The Models".

In an effort to play up The Jackyl's gimmick as a charismatic, power-hungry fanatic, commentator Jim Ross often referred to him as the "David Koresh of the World Wrestling Federation".

The Jackyl, though mainly a manager, would sometimes compete in singles matches mainly on Shotgun Saturday Night and at house shows against Salvatore Sincere, Brakkus and Scott Taylor.

At WrestleMania XIV, The Jackyl ordered Kurrgan to eliminate stablemates Recon and Sniper from the Tag Team Battle Royal, effectively disbanding the stable.

The stable did not last long, and Callis eventually started managing the new tag team of Faarooq and Bradshaw, "The Acolytes", until he was released by the WWF.

Shortly after being released, Callis began writing weekly wrestling columns for the Sun Media Group and co-hosted a local Winnipeg radio show called "No Holds Barred" with Joe Aiello on CITI-FM.

In mid-1999, Callis debuted in Extreme Championship Wrestling (ECW) as "Cyrus the Virus" (a name lifted from the 1997 movie Con Air), a commentator with a gimmick similar to that of his WWF persona.

Cyrus would then go on to aid Rhino in winning his first ECW World Heavyweight Championship at the final pay-per-view, Guilty as Charged 2001.

From 2001 to 2002, he appeared with Border City Wrestling, holding the BCW Can-Am Tag Team Championship with Terry Taylor.

On July 13, 2018, it was announced Callis would serve as part of the broadcast team for the September 1 All In event, alongside Ian Riccaboni, Sean Mooney, Excalibur, Alicia Atout, Justin Roberts, and Bobby Cruise.

While having generally retired from professional wrestling, Callis made an appearance at the ECW reunion show Hardcore Homecoming on June 10, 2005.

Following his departure from TNA, Callis began writing weekly wrestling columns for the Sun Media Group and co-hosted a local Winnipeg radio show called No Holds Barred with Joe Aiello on 92 CITI FM.

On December 5, 2017, Impact Wrestling announced Callis as the promotion's new co-executive vice president, alongside Scott D'Amore.

During the Summer and Fall of 2018, Callis began appearing regularly alongside Josh Mathews on commentary for Impact events, eventually becoming the permanent color commentator for the promotion.

On December 2, 2020, at Winter Is Coming, Callis was a special guest commentator for the AEW World Championship match between the champion Jon Moxley and the challenger Omega.

Callis then revealed he had been planning Omega's championship victory since both men first met in their native country of Canada decades ago.

On the 29 March 2023 edition of Dynamite, Callis was featured in a backstage interview alongside Kenny Omega and the Young Bucks which was interrupted by an attack from the Blackpool Combat Club.

[17] During a post-show press conference at Triplemanía XXXI Tijuana, Callis was legitimately assaulted by a man who mistook the proceedings as real.

[26] On September 4, 2024, it was announced that Callis would join the commentary team of the revived Maple Leaf Pro Wrestling (MLP) alongside Mauro Ranallo.