The Therapeutic Workplace is an employment-based treatment for chronic drug misuse and unemployment. As a part of this intervention, participants are taught skills to perform data entry jobs and are paid based on attendance and productivity. In this study, computerized typing and keypad training programs were evaluated in recently detoxified HIV-positive injection drug users (n = 32) enrolled in the Therapeutic Workplace treatment program between October 2000 and September 2001. Results show that trainees can be taught fundamental typing and keypad skills in an average of 51.48 and 1.73 h of training, respectively, administered over 17.91 and 12.59 weeks, respectively. Overall, the results demonstrate that adults with long histories of chronic unemployment and drug addiction can reliably acquire typing and keypad skills and do so over relatively short periods of time.