The Outfit (30 page)

Not only was the underworld aware of Truman’s shady sponsors, but President Roosevelt himself expressed dismay at the collusion. “I told Harry Truman the other day that he better get away from that crowd out there,” Roosevelt told the U.S. attorney from Kansas, Maurice Milligan, in 1939. However, when Pendergast was finally reined in that same year by Milligan and the carnivorous IRS chief Elmer Irey and sentenced to a fifteen-month term, Senator Truman personally called the prison director to ensure Pendergast’s fair treatment. “I want you to know he’s a friend of mine,” implored Senator Truman. “I’m not asking for any favors for him, do you understand, but I wanted him treated no differently from anybody else.” As Truman himself later explained: “I never desert a sinking ship. He was my friend when I needed him, and I will be his.” Elmer Irey responded by calling Truman “a creature of Boss Pendergast.” Pendergast was paroled after one year and died five months later.

Seemingly free of the Big Boss’ legacy, Truman went about the business of the Senate. After Pendergast went away, his empire was taken over by another Chicago-connected gangster, Charles Binaggio, who strengthened alliances with the Outfit and its wire service, the Trans-America. With such powerful allies, Binaggio became, like Pendergast, a fearsome Missouri power broker, with several politicians in his pocket. One of his representatives, state senator Edward J. “Jelly Roll” Hogan, often attended secret Democratic caucuses with the imposing Binaggio sitting at his side.

When Binaggio sought to purchase the gubernatorial election of Forrest Smith, he borrowed $200,000 from the Outfit. Binaggio was believed responsible for the fraud and murders that accompanied the defeat of Truman’s nemesis Roger Slaughter. With Binaggio using the services of Outfit gunmen such as Tony Gizzo, Mooney Giancana began referring to Truman as “our boy.” Curly Humphreys’ daughter, Llewella, then an eight-year-old, recalled that on one of her family’s vacations, her father gave them the grand tour, impressing the youngster with his Capitol Hill connections. “He even knew Harry Truman, and at one time when Mother and I were in Washington, Harry Truman showed us around,” Llewella recalled in 1984. “He became president of the Linked States shortly thereafter.”

Truman: A President the Gangs Could Control

As the 1944 Democratic National Convention loomed conveniently in Chicago, the nation’s pols began positioning themselves to control the all-important vice-presidential nomination: Insiders knew that the failing Roosevelt did not have long to live and that the VP nomination actually amounted to the de facto presidential pick. Since virtually no one supported the current vice president, Henry Wallace, who was deemed too liberal and detached for the job, the jockeying began for pretenders to the throne. The issue was fairly settled, although without Wallace’s knowledge, on June 27, when Democratic National Committee chairman Robert Hannegan told Roosevelt that Wallace had to go. President Roosevelt agreed and soon found himself lobbied not only by upperworld personages, but also by representatives of the underworld. This was still the era of the smoke-filled-room dealmakers, decades before the 1972 primaries wrested some of the nominating power back to the general public. The underworld wanted Pendergast’s boy Harry Truman in the number two slot, against even Truman’s own wishes. According to Truman expert Marquis Childs, Truman was “scared to death” of the nomination, fearful his association with the Big Boss would be dragged out into the light. Truman called the Chicago convention “that miserable time.” But Truman’s own desires mattered little. The underworld wanted a president it could manipulate in a crunch, such as the Ricca parole affair. And one of the key components of the underworld’s Truman putsch was their long association with Roosevelt’s top adviser, labor leader Sidney Hillman.

Sidney Hillman: Labor Statesman with a Secret Life

Forget everything else. The key to Ricca’s parole was the White House. And we held the keys to the White House - we had the Pendergast machine, and we had Sidney.

-A retired Outfit associate

“Labor’s Statesman” Sidney Hillman straddled the moral chasm as deftly as any duplicitous personage in history. A 1907 Russian immigrant to Jim Colosimo’s Chicago, and from there to New York in 1914, Hillman and his wife quickly rose from the garment-worker rank and file to leaders of that industry’s workers’ unions. An icon of the labor movement, Sidney Hillman was president and cofounder of the Congress of Industrial Organizations (CIO). At the time of the 1944 convention, Hillman was Roosevelt’s key labor adviser and a prime influence on FDR’s choice for a running mate. Lionized as a champion of workers’ rights, Hillman was undeniably responsible for improving the plight of America’s workforce, teaming up with Roosevelt to forge such New Deal legislation as the Fair Standards Act. At one point, Hillman was considered the second most powerful man in America. However, Hillman’s secret relationship with the underworld gave the nation’s gangsters a powerful voice in delivering the VP slot to Tom Pendergast’s protege.

Rising up from the bitter struggles of the New York labor movement, Sidney Hillman used the muscle of the Outfit’s Commission partners to fortify his Amalgamated Clothing Workers (ACW) in its violent rise to the top of the New York labor scene. A man described as cocksure, self-absorbed, and relentlessly hateful, Hillman made deals with the devil to force holdout garment manufacturers to recognize his fledgling ACW. In one instance, manufacturer Guido Fererri was murdered days after having a bitter argument with Hillman’s Amalgamated. The prime suspect was labor slugger and kingpin of the Commission’s “Murder, Inc.” Lepke Buchalter, the same Lepke who had participated in the Commission’s formative meetings and had also traveled to Chicago as the New Yorkers’ representative in the Hollywood studio extortion scheme. When Lepke was questioned for the Fererri murder, he called Hillman, who quickly arrived with his attorney, future New York mayor Fiorello La Guardia. Lepke was never charged. In 1941, when Lepke was serving a forty-four-year sentence in Leavenworth for narcotics and racketeering violations, New York DA William O’Dwyer tried to extradite him for the Fererri murder, for which he could have received the electric chair. However, Hillman’s great friend Franklin Roosevelt continually procrastinated in signing the extradition papers. Meanwhile, Pulitzer Prize-winning journalist Westbrook Pegler reported in the
New York World-Telegram
(syndicated in 121 papers) that Lepke had worked for the ACW when Hillman had ordered the murder of an independent trucker named Joseph Rosen.

Eventually, Lepke was returned to New York, where he was executed for the Rosen hit in 1944, becoming the only gang boss (to this day) to receive that ultimate official sanction. While on death row, Lepke detailed the revelations Hillman had hoped would never come. Buried in the Bureau of Narcotic’s Murder, Inc. files at the New York Archives is a mountain of testimony detailing the relationship between Hillman and Lepke, much of it from the mouth of the imprisoned Lepke. From 1932 to 1937, Hillman paid Lepke $350 per week, with $50 going to the Commission’s Lucky Luciano. For his pay, Lepke terrorized laborers and manufacturers into kowtowing before Hillman’s ACW. Hillman gave Lepke huge bonuses of $25,000 when he successfully broke a strike, and another $25,000 for fixing a murder rap. As for the Fererri murder, Lepke told authorities it was ordered by Hillman. Both the FBI and the Bureau of Narcotics corroborated the Lepke testimony. Harry Anslinger, the thirty-year veteran crime fighter and head of the Bureau of Narcotics concluded, “The facts fitted together too precisely for error.” However, no one was about to go after the second most powerful man in America.

Truman on the 1944 Ticket

On Monday, July 17, 1944, killer Lepke’s sometime employer Sidney Hillman called FDR’s train from his suite at Chicago’s Stevens Hotel. Along with Robert Hannegan, Hillman argued for Truman’s recruitment. FDR agreed. The next day, Hillman began massaging the reluctant Truman at a breakfast meeting at the Ambassador East Hotel. Hillman informed Truman that labor could not back Truman’s choice of the White House’s War Mobilization Director Jimmy Byrnes as Roosevelt’s partner. Hillman told Truman, “If it can’t be Wallace, we have a second choice, but it isn’t Byrnes.”

“Who then?” asked Truman.

“I’m looking at him,” answered Hillman.

Hillman’s influence-peddling was backstopped by Outfit-corrupted Chicago mayor Ed Kelly, who also worked behind the scenes in the anti-Wallace clique at the convention. Meeting with FDR, Kelly and the rest made their case for Truman with the sickly president. But it was Sidney Hillman whose opinion mattered most. Arthur Krock of the
New York Times
reported that when Robert Hannegan asked Roosevelt about potential veep nominees, Roosevelt replied, “Clear it with Sidney.”

The last person to fall into line was Truman himself. After two days of waiting for the recalcitrant Truman to agree, Roosevelt lost his patience, slamming down the phone on Hannegan when the party sachem reported that Truman was still balking. Roosevelt then employed a strategy later utilized by President Lyndon Johnson, who in 1963 pressured Chief Justice Earl Warren to head up the investigation of the assassination of President John F. Kennedy. On that tragic occasion, Warren demurred from the appointment, citing among other things his heavy workload at the Supreme Court and the “separation of powers” precept of the Constitution. Johnson then made an appeal that Warren could not refuse, telling Warren that only his imprimatur could prevent a Cold War conflagration. “Why, if Khrushchev moved on us, he could kill thirty-nine million in an hour,” Johnson exhorted. “I’m asking you something and you’re saying no to everybody when you could be speaking for thirty-nine million people.” After Warren wiped the tears from his eyes, he said, “I just can’t say no.” Roosevelt was no less insidious, telling Hannegan to relay a message to Truman. “You tell him if he wants to break up the Democratic Party in the middle of a war, that’s his responsibility.” To which Truman replied, “Well, if that is the situation, I’ll have to say yes, but why the hell didn’t he tell me in the first place?’
¹

Mooney Giancana was among many inside and outside the Outfit who believed that Truman’s links to Kansas City bosses and to FDR’s key New Deal adviser Sidney Hillman had guaranteed his placement on the 1944 ticket. The hidden agendas behind Truman’s selection, referred to as the Second Missouri Compromise, did not go unnoticed by the upperworld either. A dismayed Interior Secretary Harold Ickes was moved to write: “I react strongly against the method of his nomination and the seeming dominating position that the corrupt city bosses now have in the Democratic National organization.
²
Eleanor Roosevelt wrote to the disappointed Henry Wallace, “It looks to me as though the bosses had functioned pretty smoothly.” The
Chicago Tribune
was the most vitriolic when it editorialized: “[We] are faced with the grinning skeleton of Truman the bankrupt, Truman the pliant tool of Boss Pendergast in looting Kansas City’s country government, Truman the yes-man and apologist in the Senate for political gangsters.”

As president, Truman appeared on the surface to have severed his ties to the Pendergast machine. A closer inspection of the record, however, gives a different reading. In 1946, Truman declared war on Congressman Roger Slaughter, a Republican contrarian who consistently opposed Truman’s legislative initiatives. To counteract Slaughter, Truman sought help from his old Kansas City backers, but by this time, Tom Pendergast was deceased. President Truman therefore placed a call to Tom’s nephew and successor as boss, Jim Pendergast, himself a frequent weekend guest of Truman’s at the White House. As a result of Jim’s interference in the next primary, Slaughter was defeated. The
Kansas City Star
uncovered evidence that the Pendergast-Truman machine had rigged the nomination process. During a subsequent inquiry, a female election watcher was shot to death on her front porch and the fraudulent ballots were destroyed in a City Hall safe that was blown up by dynamite.

When Congress hinted at an investigation of the Kansas City election fixing, Attorney General Tom Clark, about whom much more will be seen, assured the legislature that he had conducted a thorough investigation and that no facts supported the fraud allegations (although it later surfaced that Clark had not even read a 355-page FBI report on the election before he had cut off the probe.) However, a Kansas City grand jury concluded otherwise and indicted seventy-one vote sluggers, and the
Kansas City Star
conducted its own investigation and also found massive vote fraud, including many voters who had showed up at the polls only to learn they had already voted. Thus despite Clark’s pronouncements, Congress proceeded with its inquiry, and when Tom Clark came under fire from the committee chairman, he responded by saying that if he had conducted a full investigation “no one would be ruined except the Democratic Party.” The candid response prompted the chairman to retort, “And you are one of them. This was a family affair.”

Maurice M. Milligan, the U.S. attorney who had prosecuted Pendergast, wrote that “Harry S Truman’s career, without the help of Boss Pendergast, would have ended far short of the White House.” Milligan summed up the career of Truman thus: ’When the Senator became Vice-President in 1944, the political stock of the renascent Pendergast machine boomed, but it was nothing compared with the golden opportunities that came on Mr. Truman’s succession to the Presidency. New offices, vacancies and resignations which were within the gift of the President, all kinds of Federal patronage found grateful acceptance in the ranks of good machine men, all friends of the President.’