The Shadowy World of 'Agent 66': Unpacking the Damion Ryan Hells Angels Trial
Share- Nishadil
- September 16, 2025
- 0 Comments
- 2 minutes read
- 2 Views

A high-stakes criminal trial is unfolding in a Winnipeg courtroom, pulling back the curtain on the clandestine operations of alleged high-ranking Hells Angels member Damion Ryan. Accused of drug trafficking and conspiracy to commit murder, Ryan's fate hangs precariously on a trove of recordings made by a police informant known only as 'Agent 66'.
These chilling audio files offer a rare, unfiltered glimpse into a dangerous underworld, detailing illicit drug deals, meticulous efforts to evade law enforcement, and a shocking plot to eliminate a rival.
The Crown's case hinges almost entirely on the testimony and evidence gathered by Agent 66, who spent months infiltrating Ryan's inner circle.
The court has heard wiretap evidence of conversations between Ryan and the agent, discussing not only kilogram quantities of cocaine and fentanyl but also the logistics of moving drugs across Western Canada and elaborate schemes to avoid police detection. These recordings paint a picture of a sophisticated criminal enterprise, operating with calculated precision.
Perhaps the most explosive revelation to emerge from the trial concerns the alleged plot to murder Shane Walcott.
Prosecutors assert that discussions captured on Agent 66's recordings directly implicate Ryan in a conspiracy to kill Walcott, who was ultimately shot to death in a brazen 2017 attack in Calgary. The court has been presented with audio evidence where Ryan allegedly provided explicit instructions regarding the hit, a detail that underscores the gravity of the charges.
However, the defence is aggressively challenging the credibility of the star witness.
Lawyer Zev Kologie has launched a determined cross-examination of Agent 66, aiming to expose potential inconsistencies, ulterior motives, or financial incentives that might compromise the informant's reliability. The defence contends that Agent 66, himself a convicted criminal with a history of drug use and legal troubles, cannot be trusted to provide an objective account of events.
Questions have also been raised about the agent's memory and the circumstances under which some of the recordings were made.
The dramatic courtroom showdown continues, with the jury tasked with navigating a labyrinth of covert operations, conflicting testimonies, and the shadowy ethics of police informants.
The outcome of the Damion Ryan trial is poised to send ripples through Canada's criminal underworld, potentially shedding further light on the intricate networks of outlaw motorcycle gangs and the controversial methods employed by law enforcement to dismantle them.
.Disclaimer: This article was generated in part using artificial intelligence and may contain errors or omissions. The content is provided for informational purposes only and does not constitute professional advice. We makes no representations or warranties regarding its accuracy, completeness, or reliability. Readers are advised to verify the information independently before relying on