Student Loan Payment Reimbursement Jobs in Chicago, IL

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Looking for Student Loan Payment Reimbursement jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Student Loan Payment Reimbursement position in the Chicago, IL area.

Software Engineer - AI Trainer

Company: DataAnnotation

Location: Chicago, IL

Posted Jun 11, 2025

You can work on your own schedule. A bachelor's degree (completed or in progress). You will work with the chatbots that we are building in order to measure…

LSI Program Manager

Company: The University of Chicago

Location: Chicago, IL

Posted Jun 11, 2025

Enthusiasm for leadership development and social impact – twin driving forces of LSI. Minimum requirements include a college or university degree in related…

Carpenter/Tiler

Company: Mr. Handyman

Location: Oak Lawn, IL

Posted Jun 16, 2025

Your own iPad and technology support for using our state-of-the-art internal system, ServiceTitan. An office team that answers all calls and helps you take care…

Director, Supply Planning

Company: Havi Supply Chain

Location: Chicago, IL

Posted Jun 16, 2025

Strategic Initiatives: Actively participate in strategic business initiatives from concept to implementation, driving thought leadership, creative problem…

Carpenters - Lead Craftsworker

Company: Brookfield Zoo Chicago

Location: Brookfield, IL

Posted Jun 14, 2025

Valid out-of-state license required for out-of-state residents. Illinois residents must possess a valid Illinois license within 90 days of hire.

Machine Learning Engineer - AI Trainer

Company: DataAnnotation

Location: Addison, IL

Posted Jun 11, 2025

You can work on your own schedule. A bachelor's degree (completed or in progress). You will work with the chatbots that we are building in order to measure…

Special Education Teacher

Company: Parkland Preparatory Academy

Location: Oak Lawn, IL

Posted Jun 09, 2025

Teachers work to design instructional opportunities for students to access state learning standards, achieve IEP goals, BIP goals and transition goals.

Traveling Project Superintendent

Company: International Contractors Inc.

Location: Oakbrook Terrace, IL

Posted Jun 11, 2025

Must have a valid driver’s license. Maintaining a safe work site by implementing good housekeeping regulations and safety requirements, enforcing safe work…

2nd Shift Metal Stamping Operator/Die Setter

Company: Weiss-Aug – Elk Grove Village, IL

Location: Elk Grove Village, IL

Posted Jun 16, 2025

Inspect work pieces for conformance to specifications, using micrometer or other measuring instruments to verify workmanship standards.

Helper A Janitor

Company: Waterton

Location: Chicago, IL

Posted Jun 10, 2025

This includes but is not limited to move out/move in inspections, electrical, HVAC, plumbing, carpentry, appliance repair, carpet cleaning/replacement, painting…

Clinical Pharmacist - Per Diem

Company: Endeavor Health

Location: Chicago, IL

Posted Jun 16, 2025

Provide clinical pharmacy services including drug information, preparing doses and checking work done by a technician prior to dispensing.

Frequently Asked Questions

What are typical salary ranges by seniority in Student Loan Payment Reimbursement roles?
Entry‑level analysts earn $55k–$70k annually, mid‑level specialists command $70k–$90k, and senior or lead positions range from $90k to $120k, often including a performance bonus tied to program metrics.
What skills and certifications are required for Student Loan Payment Reimbursement positions?
Strong Excel and Power BI skills for data reporting; proficiency in HRIS platforms like Workday, SAP SuccessFactors, or ADP; knowledge of federal student loan regulations and tax implications; and certifications such as SHRM‑CP, Certified Benefits Professional (CBP), or Certified Payroll Professional (CPP).
Is remote work available in this category?
Yes, many roles—especially Benefits Analysts and Program Managers—offer fully remote or hybrid arrangements. Employers require secure VPN access, two‑factor authentication, and compliance with data‑privacy protocols for handling employee loan information.
What are the career progression paths within Student Loan Reimbursement?
Typical progression follows: Junior Benefits Analyst → Senior Benefits Analyst → Benefits Manager → Director of Benefits → VP of HR or Chief Benefits Officer, with opportunities to specialize in HRIS or compliance leadership.
What industry trends are shaping Student Loan Payment Reimbursement?
Increasing employer‑sponsored repayment plans, new federal loan forgiveness initiatives, AI‑driven enrollment assistance, integration with fintech payment platforms, and evolving data‑privacy laws are redefining how organizations structure and manage loan‑reimbursement programs.

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