Al Capone still remains one of the most notable residents of “the Rock.” In a memoir written by Warden James Johnston, he reminisced about the intensity of public interest around Capone's imprisonment, stating that he was continually barraged with questions about “Big Al.” Each day newspapers and press flooded his office with phone calls, wanting to know everything from how Capone liked the weather on “the Rock,” to what job assignment he was currently holding.

Before arriving at Alcatraz, Capone had been a master at manipulating his environment at the Federal Penitentiary in Atlanta. Despite strict convictions from the courts, Capone was always able to persuade his keepers into procuring his every whim, and often dictated his own privileges. It was said that he had convinced many guards to work for him, and his cell boasted expensive furnishings which included personal bedding along with many other amenities not extended to other inmates serving lesser crimes. His cell was carpeted, and also had a radio around which many of the guards would sit with Al conversing and listening to their favorite radio serials. His friends and family maintained residence in a nearby hotel, and each day he was flooded with visitors.

Capone started his life of crime at a young age. Rumored to have started pimping prostitutes before reaching puberty, he was raised on the tough streets of Brooklyn and earned extra money as a bouncer in various brothels. By the age of twenty, Capone had moved to Chicago and was managing a popular nightclub named The Four Deuces. By 1924, Capone had his hand in various rackets, including prostitution rings, bootlegging, and gambling houses and was believed to be earning over $100,000 per week.

Capone had mastered the art of politics, and as a wealthy, powerful gangster figure, he attempted to balance his activities. Despite his illegitimate occupation, he had become a highly visible public figure. He made daily trips to City Hall, opened soup kitchens to feed the poor, and even lobbied for milk bottle dating to ensure the safety of the city's children. City officials often were embarrassed by the politic strength of Capone, and began leveraging his illegal activities through police raids, along with setting intentional fires to his places of business.

In the beginning, the public glamorized Capone's activities and identified with him as a modern day Robin Hood. It wasn't long, however, before the public started weighing against him when it was believed that he had ordered the death of a famed local prosecutor named Billy McSwiggin. The young prosecutor had before tried to pin Capone with the violent murder of a rival gang member and he had a reputation for going after bootleggers. Although many speculated against Al's involvement in McSwiggin's death, there was a great outcry against gangster violence, and public sentiment went against Capone.

Capone quickly went into hiding, fearing he would be tried for McSwiggin's murder. He remained out of sight for nearly three months, and then after realizing he couldn't live the remainder of his life underground, he negotiated his surrender to the Chicago Police. The authorities eventually recognized that they lacked sufficient evidence to bring Capone to trial, and though very unpopular with public opinion, he was set free. The public was outraged and law officials were left embarrassed. “Big Al” had become one of the most powerful crime czars in Chicago. It was said that Capone was now big as life, and more powerful than the mayor himself.

By 1929, Capone's empire was worth over $62,000,000, and he was ready to wage war on his most prominent bootlegging rival, George “Bugs” Moran. Bugs was also one of the principal Chicago gangsters. He was known to publicly talk against Capone, and maintained a sense of spiteful arrogance that was said to anger Capone so much that Moran became one of Al's routine topics of discussion. It was rumored that Capone gave orders to take Bugs down by assassinating his gang members from the bottom, not stopping until they reached Bugs.

Personal letters and original documents are included in the book “Letters from Alcatraz” by Michael Esslinger.