When the horses come on the track for the Belmont Stakes, “New York New York” will be played and many in the crowd will be reminded of Frank Sinatra who popularized the song.
While most people associate Sinatra with Las Vegas where he owned a small piece of the Sands. It was his alleged mob connections that hounded Sinatra throughout his life and played a role in Sinatra's foray into track ownership.
In 1963, through a friend named Raymond Patriarca, the crime boss of Providence, R.I., Sinatra came to own an interest in Berkshire Downs, a small track on the fair circuit in western Massachusetts.
Although Sinatra claimed Berkshire Downs looked like a "good" investment, you have to wonder why Sinatra thought that, the track went backrupt two years after he bought in. On top of that, why would someone like Sinatra be interested in owning a small track on the Massachusetts fair circuit?
The answer to that question may be in this article that Bill Finley wrote in 2005 for ESPN. In it he explains that the fair circuit in Massachusetts was renowned for “crooked” racing. Based on Finley's observations it would seem that the Massachusetts fair circuit was a fertile ground for mob activities.
Even that didn't prepare me for what I'd see in an Aug. 20 race at Marshfield. There was a horse named Mr. Mallory who was coming in from the Meadowlands, where he had been running a year earlier in $5,000 claimers. Based on his class, he should have been 4-5. Instead, he was something like 12-1, an obvious sign that today was not supposed to be the day.
But Mr. Mallory had other ideas. He was so much better than his rivals that his jockey was having a terrible time restraining him. Finally, he stood straight up in the saddle and started pulling back with all his might on the reins. It was something right out of a Rodney Dangerfield movie. Somehow, the jockey managed to get the horse to finish third.
Mr. Mallory made one more start at Marshfield and, with more subtle stiffing by a new rider, finished fifth. Nine days later, he showed up in the entries at Suffolk Downs, where horses from the fairs were typically overlooked in the wagering because they were so badly outclassed. This, obviously, was the race his connections had been waiting for. Mr. Mallory galloped at 12-1, and I made the biggest score of my life to that point.
So in 1963 Sinatra invested $55,000 in Berkshire Downs and was named a director of the track. There is scant evidence that Sinatra actually visited the track and it was widely thought that Sinatra was a front for the real owners of the racetrack, Raymond Patriarca and Gaetano Lucchese.
The track went bankrupt in 1965 but Sinatra's interest in Berkshire Downs interested lawmakers and it all came back to haunt him years later.
In early June of 1972 a House Select Committee on Crime was prepared to subpoena Sinatra to question him about his mob ties with relation to Berkshire Downs. But Sinatra, flew to England instead,
to conveniently attend the races (Epsom Derby?). This infuriated the committee and a second subpoena ordered U.S. marshals to stand by at all ports of entry to issue the subpoena to Sinatra as soon as he re-entered the United States.
Sinatra called in some favors, contacted then Vice President Spiro Agnew, a close friend and the second subpoena was cancelled.
Sinatra did eventually appear before the committee but his alleged mob ties never led to an indictment.