Robert Stroud, who was better known to the public as the “Birdman of Alcatraz”, was transferred to Alcatraz in 1942. He spent the next seventeen years on “the Rock”—six years in segregation in D Block, and eleven years in the prison hospital. In 1959 he was transferred to the Medical Center for Federal Prisoners in Springfield, Missouri, (MCFP Springfield). Although called the Birdman of Alcatraz, Stroud was not allowed to keep birds while incarcerated there.

When Al Capone arrived on Alcatraz in 1934, prison officials made it clear that he would not be receiving any preferential treatment. While serving his time in Alcatraz, Capone, a master manipulator, had continued running his rackets from behind bars by buying off guards. “Big Al” generated incredible media attention while on Alcatraz though he served just four and a half years of his sentence there before developing symptoms of tertiary syphilis and being transferred to the Federal Correctional Institution at Terminal Island in Los Angeles.

George “Machine Gun” Kelly arrived on September 4, 1934. At Alcatraz, Kelly was constantly boasting about several robberies and murders that he had never committed. Although his boasts were said to be tiresome to other prisoners, Warden Johnson considered him a model inmate. Kelly was returned to Leavenworth in 1951.

Alvin “Creepy Karpis” Karpowicz arrived in 1936. He constantly fought with other inmates. He spent the longest time on Alcatraz island, serving nearly 26 years. He was convicted for worse crimes than any other inmate. He never attempted an escape.

James “Whitey” Bulger spent three years on Alcatraz (1959–1962) while serving a sentence for bank robbery. While there, he became close to Clarence Carnes, also known as the Choctaw Kid.

Ellsworth Raymond “Bumpy” Johnson, the Godfather of Harlem, was an African-American gangster, numbers operator, racketeer, and bootlegger in New York City’s Harlem neighborhood in the early 20th century. He was sent to Alcatraz in 1954 and was imprisoned until 1963. He was believed to have been involved in the 1962 escape attempt of Frank Morris, John and Clarence Anglin.

Mickey Cohen worked for the Mafia’s gambling rackets; he was convicted of tax evasion and sentenced to 15 years in Alcatraz Island. Two years into his sentence, an inmate clobbered Cohen with a lead pipe, partially paralyzing the mobster. After his release in 1972, Cohen led a quiet life with old friends.

Arthur R. “Doc” Barker the son of Ma Barker and a member of the Barker-Karpis gang along with Alvin Karpis. In 1935, Barker was sent to Alcatraz Island on conspiracy to kidnap charges. On the night of January 13, 1939, Barker with Henri Young and Rufus McCain attempted escape from Alcatraz. Barker was shot and killed by the guards.

Rafael Cancel Miranda, a member of the Puerto Rican Nationalist Party, who attacked the United States Capitol building in 1954. On March 1, 1954, Cancel Miranda together with fellow Nationalists Lolita Lebron, Andres Cordero, and Irving Rodriguez entered the United States Capitol building armed with automatic pistols and fired 30 shots, hitting five congressmen, who all survived their wounds.

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