Prospective studies are needed to advance knowledge of the developmental features of gambling involvement and associated problems. Developmental pathways of youth gambling problem severity (no problem gambling, at-risk gambling, and problem gambling) are described on the basis of a 3-wave data set that spans midadolescence to young adulthood (N = 305). The most prevalent group was the resistors (no problem gambling at all data points); 60% of study participants were in this group. New incidence cases (no problem gambling followed by at-risk or problem gambling) and desistors (at-risk or problem gambling followed by no problem gambling) were found among 21% and 13% of participants, respectively. Only 4% of cases were persistors, that is, at-risk or problem gambling at all 3 data waves. Findings are discussed in light of extant research on adolescent gambling that heretofore has not benefited from a developmental pathway perspective.