Anthony Joseph Giacalone (January 9, 1919 – February 23, 2001), also known as Tony Jack, was a Sicilian-American organized crime figure in Detroit.

He often helped his father, Giacomo, sell produce from the back of a horse-drawn wagon in the Indian Village section of Detroit.

[3] He began to aspire to work in organized crime after seeing the wealth its leaders had, in contrast to the meager living his father earned.

By the time he was in his 30s, he was working as a pickup man in the local numbers racket, run by Peter Licavoli, and as collector of delinquent gambling debts for Joe Zerilli.

Prior to then, there had been growing tension between Hoffa and several Mafia members, who opposed his plans to return to prominence in the International Brotherhood of Teamsters.

Despite the mounting strain between the two groups, it appears as though there were never any public displays of ill will or malicious intent; though he, along with his brother Vito, was allegedly involved in a plot gone awry to rob a safe belonging to Hoffa in Washington D.C.[4][5] On July 30, 1975, Hoffa, who had mentioned his plans to acquaintances and family members to meet with Giacalone and Provenzano at 2:00 p.m. at the Machus Red Fox restaurant parking lot[6] in Bloomfield Township, a Detroit suburb; was never seen again.

He had been admitted to St. John's Hospital and Medical Center in Detroit for heart failure and complications arising from kidney disease.

He was arrested for a similar offense in June 1963, bribing Lieutenant James W. Thomas with $50 a month to look the other way in regard to a numbers gambling operation.

[12] Edwards later testified in front of the Senate's permanent investigations subcommittee in October 1963, and identified Giacalone as the Mafia gambling boss of the Detroit area.

[18] This case took a turn in March 1966 when Lt. Thomas admitted to the jury that he had lied and given false testimony about where he had written reports about the alleged bribes from Giacalone.

[19] The next month, Giacalone's co-defendant, Harrison “Chink” Brown, had been dismissed due to lack of evidence about his involvement in the alleged bribe.

[25] In May 1967, Giacalone agreed to answer four questions for George E. Bowles, the Grand Juror of Wayne County, in exchange for no jail time.

[27] In March 1968, Giacalone, with his brother Vito, was among 127 people arrested during a raid of a gambling operation in Detroit[28] Two months later, they were also arraigned on charges regarding a large-scale loanshark racket, which included the conspiracy to extort.

[31] Giacalone was found guilty of blackjack possession in November 1968,[32] he was held on a $5,000 bond and was sentenced to 4.5 to 5 years in prison the following January.

[33] Less than a week later in November, Giacalone was indicted with 11 other men on seven counts of federal offenses regarding their alleged loansharking operation,[34] he was later found innocent with his brother in October 1969.

[51] Unfortunately for Federal officials, despite arresting and later convicting 41 people including John White,[51] the only link uncovered between Giacalone and the Gotham was that of his phone number.