Aleman went to work selling race track program sheets and produce from the South Water Street Market.

[4] In the early 1970s, Aleman decided to force independent bookmakers in Chicago to pay extortion payments, or "street tax", to the Outfit.

His alleged victims included Richard Cain, a top aide to boss Sam Giancana, along with counterfeiters, mob informants, a security guard from a Miami museum that failed to pay his gambling debts, a former police officer, and another mob enforcer.

FBI agents were reported to have said that Aleman "oozed menace" and his mere presence was usually enough to enforce the Outfit's will.

[5] On September 27, 1972, Aleman fatally shot Teamsters official William Logan in his Chicago neighborhood.

According to prosecutors, the reason for Logan's murder was that the union man was obstructing Aleman's crew from hijacking trucks.

Although Cooley suggested that he could easily win an acquittal by discrediting the witnesses during cross-examination, Marcy insisted that the Chicago Outfit preferred a bench trial with a judge who could be bribed to acquit.

"[6] Meanwhile, Cooley approached Judge Wilson and offered him $10,000 to take over the case and acquit Harry Aleman.

Sentenced to thirty years' imprisonment, Aleman spent time at federal correctional facilities in Marion, Illinois; Atlanta, Georgia; Oxford, Wisconsin; and Milan, Michigan.

[7] In 1991, Aleman pleaded guilty to extorting money from bookmakers Anthony Reitinger and Vince Rizza in 1972.

The United States Court of Appeals for the Seventh Circuit ruled that the original trial presided by Judge Frank Wilson was a sham – because the acquittal was guaranteed by the bribe he had accepted.

In short, as actual loss of life or limb had never been a possibility (unlike in most trials), the first trial, by being conducted by a venal and bribed judge, must be considered a counterfeit one; and any resulting retrial (before a non-venal jurist) must be considered to have original jeopardy attached (i.e., the possibility of actual loss to life or limb is real and true).

Harry Aleman died from complications of lung cancer on May 15, 2010, at Hill Correctional Center in Galesburg, Illinois.