Life-course criminology has recently begun to focus on sociohistorical context, with the use of multi-cohort studies. However, those studies have mostly concentrated on aggregate crime rates. Desistance research, in turn, has largely overlooked the impact of the broader sociohistorical context. Based on recent work on the effect of sociohistorical context on crime rates, we propose that context may shape desistance and social reintegration in a nuanced way.We examined employment, housing, and marriages among Finnish first-time prisoners released between 1995 and 2014 (N = 23,350) until 2019. We quantified the link between selected macro-level indicators and these outcomes using age-period-cohort models.The results showed that the outcomes evolved in separate ways post-release. Employment and marriage became more common over time, but only employment showed distinct periodical changes. The probability of living in housing remained stable. A higher level of national unemployment was associated with all outcomes. The association between prisoner characteristics and the outcomes changed depending on release year.Post-prison societal integration should not be assessed by one measure alone. Desistance studies should address societal context when comparing different times or countries. Early studies may require replication if the associations between demographic factors and desistance outcomes are subject to change.