Social capital, or the lack of, has variously been acknowledged as contributing to criminal and delinquent behavior among certain groups in society. It has rarely been employed to explain why ex-offenders are unable to break free from recalcitrant behavior and reintegrate into society. We argue that Indians and Malays, as racial minorities in Singapore and disproportionately represented in the prison and re-offending population, are significantly less likely to achieve reintegration than those who belong to the Chinese majority. Because Singapore is a highly racialized society, the effect of race on recidivism and rehabilitation is clearly identifiable. Understanding racial structuration by taking into account the differential impact of a hierarchically organized network of social relationships is central to this argument. For such vulnerable groups, social capital plays a critical role. The uneven distribution of ethnic capital restricts the ability of the Indians and Malays and enables the Chinese to achieve acceptance into the mainstream.