Welcome to the Middlebury Benefits Enrollment!

Benefit Counselors are available to speak with you in person to help walk you through your benefit offerings and elections for the new plan year. The Benefit Counselors are trained and knowledgeable on the Middlebury offerings for the upcoming plan year. They can answer your questions and assist you with making the best selections for you and your family. Please follow the instructions below to meet with a counselor face to face.

If you are a remote employee or cannot attend an in-person enrollment session, you have the option of completing your enrollment over the phone. Capacity for the phone appointments is primarily available to accommodate those employees who cannot attend an in-person session with a Benefit Counselor. Click here if you need a call center appointment.




We will do our best to stay on schedule. Please help us do so by arriving early or on time for your appointment. In an effort to be courteous of everyone’s time, the Benefit Counselor will have a “hard stop” at the end of the scheduled appointment time frame in order to be available for their next scheduled appointment. If you need more time, you are welcome to work with the Benefit Counselor directly to arrange additional time to continue your benefits conversation and enrollment.

Thank you for taking the time to schedule your benefits appointment. We look forward to meeting with you soon and helping you make the best decisions for the upcoming benefits plan year!