Mentoring is a developmental relationship between a senior, experienced, knowledgeable mentor and a less experienced protégé for career and psychosocial development. The benefits of mentoring in the workplace setting are well documented.Organizations increasingly use formal mentoring programs to socialize new employees, retain existing workforce, and increase workplace diversity. This thesis investigates mentoring at the pre-employment stage, where formal mentoring programs are used as support interventions to assist immigrants in finding employment. Facilitated by immigrant-serving organizations (ISOs), sometimes in partnerships with employing organizations, pre-employment mentoring programs recruit volunteer mentors and match them with immigrant protégés in need of employment support. Drawing on surveys, archival data, and semi-structured interviews with 15 immigrants and 11 ISO representatives in Ontario, Canada, this thesis provides qualitative insights into 1) the role of mentors in socializing immigrants at the pre-employment stage (i.e., when immigrants go through anticipatory socialization); and 2) the promises and pitfalls of preemployment mentoring programs.