Al Capone spending. The key to Capone's conviction on tax charges was proving his income, and the most valuable evidence in that regard originated in his offer to pay tax. Ralph, his brother and a gangster in his own right, was tried for tax evasion in 1930. Ralph spent the next three years in prison after being convicted in a two-week trial over which Wilkerson presided. Capone ordered his lawyer to regularize his tax position. Crucially, during the ultimately abortive negotiations that followed, his lawyer stated the income that Capone was willing to pay tax on for various years, admitting income of
Capone (film) State's Attorney, and if he was taken to grand jury, the evidence would be presented, and the Chicago Police Department would look stupid for arresting Capone. The next morning, Capone and Iris go on a picnic, and after they lose Capone's bodyguards, they begin a romantic relationship. On September 20, 1926, Weiss and his men enact a drive-by shootout at a restaurant where Capone is. Capone is saved by his ambitious bodyguard Frank "The Enforcer" Nitti (Stallone). Identifying one of the men as Weiss, Capone retaliates by ordering a hit on Weiss and his men that night; two men from