This study examines the interplay between welfare stigma and need in the decision to claim social welfare benefits in Hong Kong, a liberal welfare city where self-reliance and family obligations are highly valued. Our interviews with seventeen low-income parents, suggest that first, their availability and ability to work influence their self-perceived ‘deservingness’ of aid. This, in turn, affects their anticipated self-stigma and their assessment of needs. Second, having children influences parents’ decisions to claim social welfare benefits through both anticipated stigma and childcare needs. Finally, low-income parents are trapped in an impossible triangle of being a ‘good’ parent, caught between fulfilling parental responsibilities, providing for their children financially, and modeling self-reliance to protect them from welfare stigma. Claiming benefits fulfills the first two but sacrifices self-reliance, while choosing not to claim fulfills the latter two but sacrifices parental responsibilities. Both choices carry emotional consequences that can undermine parent-child relationships.