The successful reintegration of ex-offenders into the workforce is a crucial factor in reducing recidivism. This qualitative study examines the role of employer support—specifically mentorship and on-the-job training—in shaping the reintegration experiences of formerly incarcerated individuals within the construction industry. Using a case study approach, the research explores the lived experiences of an ex-offender employed at Pluma LLC, focusing on the impact of workplace relationships, skill development, and structural support mechanisms. Grounded in Social Learning Theory and Social Support Theory, the study employs a thematic analysis to assess how mentorship fosters pro-social behaviors and how workplace support mitigates stress and enhances stability. Findings suggest that while on-the-job training builds technical skills, mentorship and a supportive work environment play a more critical role in long-term reintegration success. The study contributes to the broader discourse on workforce development for ex-offenders and offers insights for employers and policymakers seeking to improve employment pathways for this population.