"What is amazing about Sinatra's appearances at the 500 is that he performed free of charge, doing as many as four shows a night. Skinny D'Amato says that it was because Frank loved him "like a brother," but then Skinny seemed to feel that way about everybody he knew. And he acknowledged with pride that he knew all the important politicians in New Jersey and every Mafia boss in the country.
The 500 was built by Marco Reginelli, underboss of the Philadelphia family, who lived and operated out of Camden, NJ. His successor, Angelo Bruno, also loved "Skinny" like a brother. "Skinny" was so proud of his new boss and partner that he named his only son Angelo. Through the years, Skinny turned the Five, as the club was known to its devotees, into a local institution and had himself crowned, "Mr. Atlantic City".
In the late 1930's Skinny had done a stretch in Lewisburg after being convicted as a "white slaver", and was still there, in fact, when another brotherly friend, Nucky Johnson, arrived at the federal pen to serve his time.
It was after Skinny's release from prison that Reginelli picked him to front the Five. Skinny put the club on the map and made millions for his friends.
According to Skinny, his managerial abilities so impressed another close friend, Chicago Mafia boss Sam Giancana, that when Giancana and Sinatra bought into the Cal-Neva Lodge at Lake Tahoe they picked Skinny to manage the place. But that was short-lived. Sinatra who was blacklisted in Nevada, came to visit his sweetheart, singer Phyllis McGuire, who with her two sisters was headlining the Cal-Neva showroom.
"In recalling that event, Skinny told me that he and Sinatra had advised Giancana not to come. We died when we saw him drive up. But he was in love, what are you going to do?"
During the 1960 presidential campaign, Giancana sent Skinny D'Amato to West Virginia to get votes for Jack Kennedy. He was to use his influence with the sheriffs who controlled the political machine of that state. Most of them had been customers at his 500 Club, and according to Skinny, "loved him like a brother." Whether he helped turn the tide for Kennedy in that crucial primary state is not as important as the fact that Giancana sent him there on Kennedy's behalf.
Sinatra made only one more appearance at the 500 after his Nevada debacle. That was the one in August 1964. As Altantic City Press columnist Sonny Schwartz would note in later years, "Sans Sinatra, summer business in '65 and the following years took a decided downhill turn."
Below is a scan of Frank Sinatra entertaining a 500 Club audience in 1960.
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