Endeleo Assistant Director of Education

Trinity-United-Church-of-Christ; Chicago (IL); On-site; USD 65,000 - 90,000; Full time

Job summary

Endeleo Institute in Chicago seeks an Assistant Director of Education to support the Director of Education in managing Education & Community Programs. You will supervise frontline staff, coordinate activities, monitor participation, and ensure compliant program delivery across academic-year, summer, and adult education.

You will work with schools, community partners, and other departments to align programs with goals, manage data collection, and meet TRIO requirements when applicable.

Qualifications

• Bachelor's degree in Education, Social Work, Higher Education Administration, Counseling or related field.
• Master's degree preferred.
• 3–5 years in youth development, college access, or educational administration.
• Experience supervising frontline program staff and coordinating educational programs.
• Experience with Federal TRIO programs and student data reporting.

Responsibilities

• Directly supervise, mentor, and evaluate Education staff and coordinators.
• Coordinate department schedules, site visits, and participant activities.
• Monitor workload, timelines, and performance expectations.
• Support onboarding, training, and professional development.
• Maintain program records and ensure accuracy of data entry and reporting.
• Collaborate with schools, community partners, and Endeleo departments.

Skills

Staff supervision

Program coordination

Event planning

Communication

Education

Bachelor's degree in Education/ Social Work/ HE Administration/ Counseling

Master's degree preferred

Tools

Blumen

Job description

Basic Function: The Assistant Director of Education supports the Director of Education in the day-to-day management and implementation of Endeleo's Education & Community Programs. This position provides hands‑on operational leadership, directly supervises frontline program staff, coordinates educational activities and events, monitors program participation and performance, and supports effective delivery of academic‑year, summer, adult education, and other educational programming. The Assistant Director works closely with Education staff, participants, schools, community partners, and other Endeleo departments to ensure programs are organized, responsive, and aligned with established goals. The position also supports program data collection, documentation, and compliance requirements, including Federal TRIO requirements when applicable.

Duties and Responsibilities:

Program Operations & Team Leadership:

• Directly supervise, mentor, and evaluate Education staff, including advisors, coordinators, tutors, and event staff.
• Coordinate department schedules, staff assignments, school site visits, and participant service activities.
• Monitor staff workload, participant contact hours, program timelines, and performance expectations.
• Conduct regular staff check‑ins and support staff with day‑to‑day questions and operational challenges.
• Assist the Director of Education with staff onboarding, training, professional development, and performance management.
• Promote teamwork, accountability, and consistent program practices across the Education department.

Educational Program Coordination:

• Support the implementation of academic‑year, summer, adult education, college access, career, and other educational programs.
• Coordinate day‑to‑day program activities and ensure services are delivered according to established schedules and program goals.
• Support participant registration, recruitment, outreach, engagement, and retention activities.
• Coordinate college visits, field trips, workshops, educational experiences, and other participant activities.
• Monitor participation and identify operational issues that may affect program delivery or participant engagement.

School & Community Partnerships:

• Maintain day‑to‑day relationships with high school counselors, principals, community leaders, colleges and universities, and partner organizations.
• Coordinate communication and logistics with school and community partners.
• Support college campus visits, field trips, community activities, and other external educational experiences.
• Work with the Director of Education and program staff to strengthen partnerships and expand participant opportunities.
• Monitor program data, participant records, service activity, and performance information.
• Support accurate and timely data entry, documentation, and reporting across Education programs.
• Review participant information for completeness and identify data or documentation issues that require attention.
• Maintain program records related to participant eligibility, services, participation, and outcomes.
• When supporting Federal TRIO programs, assist with applicable eligibility requirements, participant data, service documentation, and Annual Performance Report requirements.
• Assist with preparation of internal program reports and grant‑related documentation.

Events & Program Logistics:

• Coordinate the planning and execution of educational, cultural, and community events, including college fairs, career expos, financial aid workshops, graduation celebrations, student showcases, and cultural programs.
• Coordinate venues, equipment, catering, transportation, speakers, volunteers, schedules, and other event logistics.
• Prepare event timelines, agendas, run‑of‑show materials, and staffing assignments.
• Coordinate registration, attendance, participant communication, and on‑site event activities.
• Work with the Director of Education and other Endeleo departments to ensure events are organized and executed effectively.

Administrative & Department Support:

• Prepare meeting agendas, presentations, reports, program materials, and other departmental documents.
• Track assignments, deadlines, program activities, and follow‑up items.
• Maintain organized program and communication records.
• Assist the Director of Education with special projects, operational planning, and department initiatives.
• Identify day‑to‑day operational needs and recommend practical improvements to program processes and workflows.

Other Duties:

• Perform other duties and responsibilities as assigned in support of the Director of Education & Endeleo Institute's mission and organization.

Qualifications & Requirements: The Assistant Director of Education will have a bachelor's degree in Education, Social Work, Higher Education Administration, Counseling, or a related field. A master's degree is preferred. A minimum of three to five years of experience in youth development, college access, educational administration, or a related field is required, along with direct experience working with Federal TRIO programs such as Upward Bound, Educational Opportunity Center (EOC), or Talent Search. The Assistant Director of Education must have experience supervising frontline program staff, advisors, coordinators, tutors, or similar personnel and demonstrated experience coordinating educational programs, events, and day‑to‑day program operations. Experience working with low‑income, first‑generation, or historically underrepresented student populations is required. The Assistant Director of Education should have a strongunderstanding of TRIO program guidelines, eligibility requirements, student data collection, and reporting requirements. Strong organizational, project management, problem‑solving, event planning, written, verbal, and interpersonal communication skills are required. Proficiency with student tracking software, such as Blumen, and other data management systems is also required.

Work Schedule: The Assistant Director of Education for the Endeleo Institute shall generally work regular office hours with regular evening or weekend work required for student events, college tours, cultural celebrations, or summer program activities. Frequent local travel to target high schools, community centers, and event venues.

Confidentiality: Confidentiality is a condition of employment. Discretion is a condition of employment. At all times, staff members are to respect the privacy of information about others. Violation of the Code of Confidentiality can result in immediate termination of employment.

Working Conditions: The Assistant Director of Education will work in a clean and welllighted area, with proper ventilation and air quality.