The Detroit mafia did business with legendary Boston Irish mob boss James (Whitey) Bulger in the late 1970s, as the Zerilli-Tocco crime family and Bulger’s Winter Hill Gang joined forces to fix horse races. The Winter Hill Gang’s race-fixing crew operated in the Motor City for almost two years at Zerilli-Toco controlled stables until its was busted by the Detroit FBI in 1978. Neither Bulger, a longtime FBI informant, nor any Detroit mob leaders went down in the case.
The 89-year old Bulger was brutally bludgeoned to death this week in a West Virginia federal prison. He was convicted of ordering or taking part in over a dozen gangland-related slayings in 2013 after spending 16 years on the run from the law as a fugitive. His Winter Hill Gang was a hodgepodge of mainly Irish and Italians hoodlums, thieves, drug pushers and professional killers operating out of South Boston for most of the 1970s, 80s and 90s.
Winter Hill’s race-fixing wing was prolific and led by Anthony (Tony the Fixer) Ciulla. Starting in the late 1960s, Ciulla and his crew began infiltrating race-course venues across the east coast, setting up shop in Massachusetts, New York, Pennsylvania and Maryland. Bulger eventually partnered with Italian mobsters from New York’s Genovese crime family and Pennsylvania’s Bruno crime family in these ventures.
In 1975, Ciulla and his band of Winter Hill wiseguys landed in Michigan and teamed up with the Zerilli-Tocco clan, which owned the state’s premier horserace track, the Hazel Park Raceway, just a mile north of Detroit’s city limits. The Detroit mafia’s founding fathers Vito (Black Bill) Tocco and Giuseppe (Joe Uno) Zerilli gave the gleaming race track to their sons and successors, Giacomo (Black Jack) Tocco and Anthony (Tony Z) Zerilli in 1949 as a college graduation present. Ciulla’s guys also got their hooks into the nearby Detroit Race Course or “DRC” as it was called.
Ciulla had a three-man crew. Robert (Bobby the Teacher) Owen was his right hand man. Salvatore (Sally Mac) Macarano was the crew’s stable man and Oscar (Fat Jerry) Friedman handled crew duties on the track’s floor. They headquartered out of The Derby bar, down the street from the Hazel Park Raceway and manipulated outcomes on more than 100 hundred races. The feds indicted them in May 1976. Ciulla, 32, turned government witness.
One snippet of grand jury testimony showed how much sway and intimidation Ciulla held at the Hazel Park track:
“I had the whole place wired….if the jockeys didn’t do what I said, they got hurt….this one jockey didn’t dump a race when I told him to so I smacked him six ways to Sunday, every way but loose, left him bleeding on the stable floor.”
Ciulla died of a heat attack in 2003 at 60 years old. He entered the Witness Protection Program living first in California and then back in Massachusetts before he passed away.
With Ciulla in the FBI’s pocket and Zerilli convicted of skimming $6,000,000 from a Las Vegas casino (The Frontier), Tocco and Zerilli were forced to sell the Hazel Park Raceway. The sale and Tocco’s ascent to don status while Zerilli was away in prison, causing strife between the mob princes, acrimony that lasted until the day they both died. Tocco passed away from a heart attack in the summer of 2014. Zerilli died of dementia in the spring of 2015.
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