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Attempted hit on Toronto jail guard tied to web of local crimes, documents allege

Published July 5, 2026 at 3:41 PM UTC

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In a significant development, recent documents have unveiled a complex web of criminal activities in Toronto, linking an alleged attempt on a jail guard's life to a broader network of local crimes. The investigation, known as Project South, has shed light on the intricate connections between various criminal elements operating within the city.

**The Unveiling of Project South**

Project South is a comprehensive investigation initiated by York Regional Police in response to an alleged conspiracy to murder a high-ranking employee at the Toronto South Detention Centre. The probe began in June 2025 when investigators uncovered a plan to cause serious harm or death to a correctional worker. Over a 36-hour period, several suspects allegedly visited the victim's home multiple times, with surveillance footage capturing masked and armed individuals approaching the residence. In one instance, these individuals reportedly rammed a police cruiser parked in the driveway. The intended target was identified as a jail guard at the Toronto South Detention Centre.

**Connections to Ryan Wedding and Alleged Drug Trafficking**

The investigation revealed that the correctional worker had several adversaries among the inmates, one of whom was Gurpreet Singh. Singh, arrested on October 16, 2024, was awaiting extradition to the United States on charges related to drug trafficking. U.S. authorities have described Singh's associate, Ryan Wedding, as a "modern-day Pablo Escobar," allegedly responsible for a trafficking empire generating over $1 billion annually. The police documents suggest that Singh had a motive to harm the correctional worker and had connections to individuals involved in the alleged hit.

**Allegations Involving Toronto Police Officers**

As the investigation progressed, authorities discovered potential links between the alleged hit and members of the Toronto Police Service. A Ministry of Transportation database revealed that a Toronto police officer charged in Project South had searched the license plate of the correctional worker's vehicle shortly before the incident. Additionally, another jail guard, Nishwant Dosanjh, was implicated. Investigators alleged that Dosanjh took a photograph of her colleague's license plate in the correctional facility parking lot and subsequently passed the image to Singh. This relationship between Dosanjh and Singh was seen as providing both the opportunity and motive to facilitate access to sensitive information and contraband. Dosanjh's lawyer has denied any allegations of criminal or professional misconduct, stating that she has cooperated fully with the police investigation.

**Emergence of a Gun-for-Hire Network**

The documents also allude to the existence of a potential gun-for-hire network connected to Project South. Evidence includes discussions about assembling a team for a job and firearms, as well as the use of code names. While these details are covered by a publication ban, they suggest a concerning trend of organized crime groups employing hired individuals to carry out targeted attacks. Toronto police have expressed concern over the rise of such networks, noting the use of encrypted messaging apps to organize criminal acts and hire individuals for specific tasks.

**Conclusion**

The revelations from Project South underscore the complexity and interconnectedness of criminal activities in Toronto. The alleged attempt on a jail guard's life serves as a focal point, highlighting the involvement of various criminal elements, including drug traffickers, corrupt law enforcement officers, and organized crime networks. As the investigation continues, authorities are working to unravel the full extent of these connections and bring those responsible to justice.