Dean Michael Wiwchar was born in 1986 in Stouffville, Ontario, into a middle-class family. Despite his relatively stable upbringing, he quickly developed a reputation for violence and rebellion during his teenage years. In high school, he was described as a ringleader of a gang and was frequently suspended due to aggressive behavior. By 2004, Wiwchar had embarked on a spree of violent robberies across York Region, using baseball bats and knives to terrorize his victims. He attacked people in restaurants, homes, cars, and even a pool hall. One particularly brutal incident involved mutilating a man's face during a home invasion.

In 2005, Wiwchar was convicted of multiple charges including armed robbery, aggravated assault, and assault causing bodily harm. Because of his age, he was sentenced to five years in prison and served time at federal institutions in British Columbia—Kent and Matsqui. Despite the move being unusual for someone from Ontario, his violent tendencies followed him into prison. Between 2005 and 2009, he assaulted guards and inmates alike and was repeatedly found in possession of weapons. The Parole Board of Canada noted his disturbing behavior, which included impulsivity, thrill-seeking, and a total lack of remorse. He was assessed as a high-risk, untreated violent offender.

Wiwchar was released on parole in April 2009, but it didn’t last long. Just a month later, he was caught driving under the influence with a loaded gun and marijuana in a vehicle leased by a known criminal. The incident led to the revocation of his parole. Despite these red flags, he was granted parole again in October 2010—an outcome criticized even by parole board officials. By that point, he had been convicted seven times for assaults committed while in custody and was banned from owning weapons for life. This didn’t stop him from becoming more dangerous.

After his 2010 release, Dean Wiwchar was recruited as a hitman for the Wolfpack Alliance, an organized crime syndicate linked to the Alkhalil family and the Rizzuto crime family. His employer, Rabih “Robby” Alkhalil, called him “my best hitter.” Police later discovered that Wiwchar had been living in luxury in Surrey, British Columbia, in a home filled with weapons and disguises. He had seven handguns, an Uzi, assault rifles, shotguns, bulletproof vests, and extensive materials to alter his appearance—latex masks, wigs, beards, and modeling wax.

On May 21, 2012, Alkhalil offered Wiwchar $100,000 to assassinate fellow Wolfpack member Johnny Raposo in Toronto. Wiwchar enthusiastically accepted, mocking Raposo as “ice cream boy” in texts. He flew to Toronto to scout the area, then returned to Vancouver, only to come back to Toronto on multiple occasions. He was aware he was under police surveillance and texted complaints to Alkhalil and others, including “Princess97” and “Achilles.” Despite warnings from peers and his own paranoia, he persisted in the plot.

Wiwchar meticulously studied Raposo’s habits, noting his favorite hangouts, his family home, and escape routes. He stayed at the Fairmont Royal and later the Four Points by Sheraton, switching hotels to avoid detection. He communicated using encrypted text messages and aliases such as “Zelda” and “WrathOfTitans.” On June 18, 2012, disguised as a construction worker with a wig and dusk mask, Wiwchar entered the Sicilian Sidewalk Café where Raposo was watching a football match. He walked up behind Raposo and shot him five times—four to the head, one to the neck—in broad daylight.

After the murder, Alkhalil congratulated him via text. Wiwchar bragged about his disguise, describing himself as having “mullet helment, dusk mask, orange side road shirt and rocker shades.” Days later, on June 21, Wiwchar was arrested in Toronto. He had $5,100 in his wallet and another $40,000 in his luggage. When informed of the murder charge, he casually asked, “Which one?”

In 2015, he was convicted for illegal weapons possession. On May 11, 2017, he was found guilty of first-degree murder for killing Raposo. He smirked during the verdict, seemingly proud of his reputation. Not long into his sentence, he was stabbed by an inmate connected to Raposo’s circle. In January 2018, he was also charged in the 2012 murder of gangster Sandip "Dip" Duhre in Vancouver—a killing he allegedly carried out while walking with a pronounced limp.

Sociologists and law enforcement officials described Wiwchar as typical of the Wolfpack—a violent, reckless, and egotistical criminal with an inflated sense of control. Despite surveillance, intercepted texts, and an obvious trail, he pressed forward in his killing mission and was arrested days after the crime. His downfall was fueled by his own arrogance and lack of foresight. He remains imprisoned in Canada, serving a life sentence with no chance of parole.