Objectives: Structural and interpersonal discrimination can lead to social exclusion and limited social integration, inhibiting the use of support networks to gain access to health-protective material and social resources. Social support theories suggest that connectedness may moderate the link between discrimination and health risk. This study examined how risk factors (i.e., structural and interpersonal discrimination) further marginalize Puerto Rican men by limiting access to social support. We also aimed to identify resiliency factors, such as cultural values related to social interactions and community support, which may be protective for these men’s well-being. Method: We conducted 40 semistructured interviews with a stratified purposeful sample of Puerto Rican (92.5%) men aged 25–70 (Mage = 50.7) in the U.S. Northeast. A hybrid deductive and inductive thematic qualitative analysis was used to analyze data. Results: Participants discussed how structural and interpersonal discrimination result in inequities and barriers to resources and services (e.g., lack of adequate shelter, insecurity, employment) which impacted their well-being through the inability to access fundamental support for survival. The men identified cultural values (e.g., familismo, simpatía) and emphasized the importance of community support as protective factors that may provide a respite from the difficulties of navigating discrimination experiences. Conclusion: Findings suggest discrimination limits Puerto Rican men’s ability to access resources, which has a detrimental impact on their well-being. Identifying social support beyond the family, and considering cultural values related to support, can enhance community interventions by focusing on incorporating multiple forms of support that may improve Puerto Rican men’s health.