Set initial expectations: tell each other what you expect from the relationship, figure out a regular meeting schedule, verbalize the mentee's goals. By following the tips below, you can create a productive, positive relationship with your mentor or mentee that will last for months (or even years) to come.Here is how I structure my mentoring sessions and some of the questions I used for my first mentoring session at my current company. You had the first meeting with a new mentor. Send your mentor your resume and two or three brief paragraphs describing your work and personal history. During a mentor meeting, a mentor and a mentee come together to discuss the mentee's challenges and progress. Typically, first meetings allow the mentee and mentor to get to know a little bit about each other, attach a face to a name and gain a bit of comfort. All mentors are required to complete an in-person training prior to their participation in the program sessions. The initial training is delivered in one day. This guide will tell you exactly how to make your first meeting successful so that you both can get the most out of it.