In 1930, DeStefano joined the Forty-Two Gang, an infamous Chicago street gang led by future Outfit boss, Salvatore Giancana.

The Outfit bosses began to worry DeStefano was not only jeopardizing his own defense, but also the defenses of his other crew members.

As the 1940s progressed, it became evident that a number of Outfit bosses and members were going to have to face serious consequences for their parts in the extortion of the Hollywood movie industry's unions.

Jan. 13, 2006 - Outfit boss and fugitive from justice in the Operation Family Secrets trial, Joseph Lombardo, Sr., was apprehended in Elmwood Park, IL.

One of his early arrests was for vagrancy; he frequently waited outside Outfit boss Al Capone's Lexington Hotel headquarters in the hope of getting a job as a messenger.

Yet, acting as Outfit boss for Tony Accardo in the late 1960s, he wasn't very popular with the "rank-and-file" Chicago mobsters.

In the end, the Outfit bosses allegedly decided to kill both brothers.

But, since Capone is in prison, Felice "Paul 'The Waiter" Ricca" DeLucia becomes the real, new Outfit boss.

In addition, Giancana was reportedly scheming to become Outfit boss again.