In a 2008 report by the National Association for Probation Officers it was estimated that in excess of 20,000 ex-service personnel were serving a sentence in either prison or the community. Since this report, we have witnessed a steady growth in research, literature and knowledge exchange seeking to make sense of veterans' offending. This paper provides a brief overview of the key development of this debate since the recognition of the 'problem' of ex-military personnel in prison. Our discussion problematizes focussing solely on offending by suggesting that the quality of transition is in fact contingent on a more complex interplay of social, cultural and economic participation-linked factors. We propose that by considering the complexities of transition, veterans' offending is more appropriately positioned amongst wider structural challenges faced on return to civilian society. This approach informs the limited recent empirical work in this area, which has been slow to filter into mainstream criminal justice practice. It is our contention that veterans' contact with the criminal justice system needs to be understood within the broader explanatory frameworks of diversity and social inclusion. This paper makes specific recommendations, based on new developments in the veteran-offender debate, to inform service delivery to this cohort in the criminal justice system