Youth mentoring, defined within this study, as the pairing of a youth at risk with a caring adult, is an intervention that is often used for youth at risk for academic and social failure. We sought to understand mentors' perspectives of the fundamental elements that foster positive mentor--mentee relationships that build resiliency and increase social and academic success. Twelve participants with extensive experience in mentoring youth at high risk participated in structured interviews during two focus groups. Major themes revealed in data analysis included needs for supportive acceptance and consistency to help the mentees build social literacy and future visioning.