iMentor Program Fellow - FY27

iMentor; Chicago (IL); Hybrid; USD 21,000 - 26,000; Part time

Job summary

iMentor is seeking Program Fellows to support 11th and 12th grade programming at partner high schools. The role is a unique leadership and professional development opportunity, averaging 8-10 hours per week from October through June, with training in September and ongoing support.

Responsibilities include assisting program managers with outreach, event preparation, and hybrid in-person/remote duties, plus administrative tasks and frontline participant support. Evening events are required.

Qualifications

• Interest in education, youth development, or nonprofit work.
• Comfortable working remotely and at the iMentor office.
• Availability to work evening events.

Responsibilities

• Support HS Program Managers with class preparation and event management.
• Assist with monthly in-person events and preparing event materials.
• Call/text HS program participants before and during events.
• Create event pages and confirm attendees for mentor events.

Skills

Customer service

Event coordination

Communication

Teamwork

Time management

Remote work

Attention to detail

Job description

iMentor Program Fellows are a unique leadership and professional development opportunity. Working an average of 8-10 hours a week from October through June, Fellows will support 11th and 12th grade programming at a partner high school and will specifically assist program managers with participant outreach, event preparation and support, and additional administrative tasks. Fellows will take part in training and professional development in September, with ongoing training and support throughout the year.

The ideal candidate will have an interest in education, youth development, or nonprofit. They will believe deeply in mentoring as a tool for youth success and be confident that, with the right support, a caring, committed adult can build a relationship with a student and support their post-secondary journey. They will demonstrate an enthusiasm for using their experiences with mentorship and/or as a mentee in iMentor programming to support and inspire the next generation of iMentor students. Working as an iMentor Fellow requires flexibility and adaptability as the primary responsibilities of the role will shift throughout the year.

Responsibilities (training provided)

• Support HS Program Managers with class preparation and pair event management
• Assist with prepping for and supporting monthly in-person pair events, such as printing and collecting event materials
• Assist with calling/texting HS program participants ahead of and during monthly events
• Supporting in the creation of events pages and confirmation of attendees for various events (mentor huddles, workshops, orientations)
• Act as a frontline customer support for participants, elevating concerns to Program Managers as necessary
• Support the recruitment team and other initiatives as they arise.

Qualifications

• All iMentor alumni are eligible to apply. Non-iMentor alumni are encouraged to apply, but should have relevant experience and interests in youth work and education.
• Comfortable working remotely and at the iMentor office
• Availability to work events in evenings
• Employment is contingent upon the completion of a satisfactory fingerprinting and criminal background check
• Prior experience in customer service-oriented roles, retail or youth development, preferred
• Strong interpersonal skills and ability to work in teams; must have knowledge of customer service or support.
• Excellent verbal and written communication skills with demonstrated ability to handle challenging customer service scenarios.
• Must be responsible, trustworthy, and detail oriented.
• Strong organizational and time management skills and the ability to balance multiple tasks
• Discretion and commitment to maintaining confidential and sensitive information
• Demonstrated alignment with iMentor's mission, values, and commitment to diversity, equity, and inclusion.
• Views differences between individuals (race, gender, age, cultural heritage, physical ability, education, beliefs, and lifestyle) as an asset and demonstrates an appreciation of the diversity across the iMentor community.
• Our organization works in partnership with district public schools across the country. In doing so we must meet all compliance requirements of those districts including background checks.
• Mentor is committed to ensuring healthy and safe environments for our staff, mentors, and the students we serve. In order to fully comply with the NYC Vaccine mandate, all iMentor employees (regardless of role or region) are required to be fully vaccinated prior to their start date.

Compensation & Logistics

• Position Duration: October - June
• Compensation: $17.00/hour.
• Work schedule: Part-time, approximately 8-10 hours per week through mid-June of 2026. This position will be a hybrid role with a combination of in-person and remote work. Fellows must be available Tuesday-Thursday from 5:00 PM-8:30 PM and can expect to support evening events throughout the month. Some mid day and weekend availability may be required.

About iMentor

At iMentor, we believe in the transformative power of mentorship as a force for good. We partner with schools in communities in which a majority of students will be first-generation college students.

iMentor matches every 11th and 12th grade student in our high schools with a committed mentor – offering each mentee, regardless of background or GPA, a champion for their success.

Mentors can provide students with a level of personalized support that cannot be achieved through traditional school counseling alone. Of the most recent graduating high school class, 81% of students learned about a new post-secondary pathway through iMentor and 93% were accepted into college and intend to enroll.

Since 1999, iMentor has served more than 42,000 students and is poised to scale our model to make mentoring accessible across the country.

Our Commitment to Community, Educational Access, and Opportunity

Central to our mission is a dedication to creating an environment where all stakeholders, including students, mentors, and staff, feel valued and supported.

We are committed to the ongoing effort and investment required to ensure that all students have access to the resources and support needed to succeed.

Recognizing that historical and systemic challenges continue to impact educational outcomes, we focus on addressing economic and structural barriers that affect the communities we serve.

iMentor is an Equal Opportunity Employer