Intergenerational mentoring brings with it key benefits and unique challenges. Benefits for open-minded mentors are exposure to different world views, challenges to adopt new approaches to problem solving as well as working with incredibly idealistic and socially conscious future physician leaders. For mentees, the relationship with a mentor allows the mentee to harness bits of knowledge gleaned from a lifetime and career’s worth of experience, enrich their perspective by adopting some practices of a seasoned academician, and observing enhanced communication and conflict resolution skills by practicing some good “old-fashioned” face to face discourse. For the millennial sandwiched between being a mentor and a mentee, they will do both and personify the glue which establishes meaningful connections on both sides. This session is designed for the millennial and the non-millennial, the mentor, the mentee, and the mentor in need of further mentoring. Prepare to create a collaborative and mutually beneficial set of mentoring relationships in your career by reviewing best practices, identifying your own intrinsic and explicit biases related to your perspectives on generations and troubleshooting novel problem-solving strategies. Maximize your professional and personal responsibility and productivity within your mentee-mentor relationship. Establishing a successful mentor-mentee relationship is cited as a key factor contributing to professional and personal satisfaction with one’s career. It has the potential to limit burnout and contribute positively to work-life balance, further academic advancement and enhance one’s clinical practice. Attend this session in order to transform your mentoring relationships.