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iMentor Program Fellow FY27

IMentor

Job Location:

Chicago, IL - USA

Monthly Salary: Not provided by the employer

Posted: 20 August 2026 (7 hours ago)

Application Deadline: 17 November 2026

Vacancies: 1 Vacancy

Job Summary

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 iMentors 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 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 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.

$17 - $17 an hour

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 42000 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.

How to Apply

Visit to submit a resume and detailed cover letter describing your interest in and qualifications for this position.Applications will be considered on a rolling basis so we encourage you to apply as soon as possible.

iMentor is an Equal Opportunity Employer

We may use artificial intelligence (AI) tools to support parts of the hiring process such as reviewing applications analyzing resumes or assessing responses. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed please contact us.

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