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.

Backend Software Engineer - AI Trainer

Company: DataAnnotation

Location: Chicago, IL

Posted Feb 21, 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…

Pharmacist-Drug Diversion Surveillance Analyst, Full-time Days

Company: Northwestern Medicine

Location: Chicago, IL

Posted Feb 20, 2025

We consider this on a case-by-case basis and follow all state and federal guidelines. We offer a wide range of benefits that provide employees with tools and…

AI Training Physics - AI Trainer

Company: DataAnnotation

Location: Chicago, IL

Posted Feb 21, 2025

You can work on your own schedule. You will measure the progress of these AI chatbots, evaluate their logic, and solve problems to improve the quality of each…

Senior Data Analyst

Company: Chicago Public Schools

Location: Chicago, IL

Posted Feb 24, 2025

Effectively communicate technical findings to both technical and non-technical audiences. Strong understanding of statistical concepts and data analysis…

Senior Director, Insurance Institutional Sales

Company: The Federal Home Loan Bank of Chicago

Location: Chicago, IL

Posted Feb 18, 2025

Drive Business Growth: By developing and executing strategic account plans, you’ll directly contribute to meeting sales objectives and driving significant…

Registered Nurse, Family Practice

Company: Loyola University Health System

Location: Berwyn, IL

Posted Feb 20, 2025

Certification reimbursement (up to 1 certification). Develops and implements individualized care plans based on these assessments.

Frequently Asked Questions

What are typical salary ranges by seniority for Student Loan Reimbursement roles?
Entry‑level Loan Service Specialists earn $60,000–$80,000 annually; mid‑level Compliance Analysts or Program Coordinators range from $80,000–$110,000; senior positions such as Reimbursement Program Managers or Directors command $110,000–$150,000 plus performance bonuses tied to repayment metrics.
What skills and certifications are required for these positions?
Candidates should master loan‑servicing platforms like SLSP (Student Loan Servicing Platform), possess strong SQL and Python for data extraction, and be proficient with FICO Score integration. Certifications such as Certified Loan Servicer (CLS) or Certification in TRID Compliance are highly valued, along with experience in API development for USDA Direct Loan integration.
Is remote work available in Student Loan Reimbursement roles?
Yes, many employers offer fully remote or hybrid schedules. Remote positions typically require secure VPN access, proficiency with cloud‑based workflow tools (e.g., Salesforce, ServiceNow), and strong communication skills for cross‑functional teams spanning education, finance, and government agencies.
What career progression paths exist in this field?
A common trajectory starts with a Loan Service Specialist, moves to a Compliance Analyst or Reimbursement Coordinator, then to a Reimbursement Program Manager, and ultimately to Director of Student Loan Reimbursement or Chief Financial Officer for a lending institution. Each step adds responsibility for policy development, technology integration, and strategic partnership with federal agencies.
What are the current industry trends affecting Student Loan Reimbursement jobs?
The industry is pivoting to digital servicing, leveraging AI for credit scoring and automated repayment suggestions. Recent federal student‑loan forgiveness initiatives are reshaping program design, while regulatory changes under TRID and the new Student Loan Forgiveness Act increase demand for compliance expertise. Employers are investing in data‑analytics platforms and blockchain for transparent repayment tracking, creating new roles focused on fintech integration.

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