This Brief examines criminal careers by providing the most extensive and comprehensive investigation to date on the official offending, self-reported offending, and trajectories of offending of the Pittsburgh Youth Study (PYS) participants. The PYS is a longitudinal study, which was initiated in 1987, and involves repeated follow-ups on several community cohorts (starting in grades 1, 4, and 7) of inner-city boys in Pittsburgh, Pennsylvania. This Brief covers the Youngest and Oldest PYS cohorts (which had the most follow-up and most data available) from ages 10-30. It provides the most complete descriptive analyses of the criminal careers of these males to date. The three cohorts are commonly referred to as the Youngest, Middle, and Oldest cohorts, respectively. Consistent with several prior publications with the PYS data (Loeber et al., 2008), this book focuses only on data from the Youngest and Oldest cohorts as these cohorts were followed up the most frequently and have the longest time window of data available. It will be of interest to researchers in Criminology and Criminal Justice, as well as related fields like Sociology, Developmental Psychology, Social Policy, and Education.