Gender entails a personal conception of oneself and the social roles of a male or female. A person is considered transgender when any realization of their gender identity does not correspond to the sex assigned at birth. The transgender universe, therefore, includes transgenders, trans-men, trans-women, intersex individuals, and other social identities. In India, in 2011, the first national enumeration revealed the transgender population, and the court finally recognized their right to self-identity in 2014. Inadequate and skewed representation in national surveys hinders their integration into development programs resulting in under-allocation of welfare funds, consequently making them further excluded from social, policy, and healthcare frameworks which exacerbates their psychological stress. Analyzing how psychological well-being and resilience can be associated allows to design population-based mental healthcare programs and policies. A proof-of-concept study examined this association in the transgender community in India using primary data from an online survey operationalized through organizations who work with transgender individuals. Brief Resilience Scale (Smith et al., 2008) and Psychological Well-Being Scale 20 (Mehrotra et al., 2013) measured resilience and psychological well-being in a cohort of 60 participants who identify as transgender persons. The research suggests resilience was inversely correlated to psychological well-being, and further investigation of the underlying mechanisms needs to be done. This research provides practical and policy implications for developing interventions to enable transgender communities achieve a more seamless integration into the mainstream society.