This document is a guide to workplace mentoring that is intended to assist individuals who are interested in or involved in placing students in work-based learning experiences as part of Connecticut's school-to-work initiative, Connecticut Learns. The following are among the topics discussed: (1) the purposes and principles of workplace mentoring; (2) the role of workplace mentoring in Connecticut Learns (the organization of Connecticut's school-to-career system and its school-based learning, work-based learning, and connecting activities; the principle of "all aspects of the industry"; Connecticut's work-based learning continuum; and Connecticut's career clusters); (3) benefits of workplace mentoring to students, employers, mentors, the community, and schools; (4) strategies for recruiting workplace mentors; (5) characteristics of effective workplace mentors; (6) evaluation; (7) mentor roles and responsibilities in the areas of orientation, support, and development of career exploration opportunities and skills for students; and (8) working with youth (characteristics of adolescent students and caveats for workplace mentors). The following items are appended: Connecticut's school-to-career core academic and employability skill requirements; legal requirements for wages, working papers, and job restrictions; and guidelines for promoting diversity and equity and protecting confidentiality. A list of 15 workplace mentoring resources and addresses for obtaining them is included. (MN)