Student Loan Payment Reimbursement Jobs in Chicago, IL

21,538 open positions · Updated daily

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.

Solution Architect

Company: Federal Reserve Bank of Chicago

Location: Chicago, IL

Posted Nov 11, 2023

The Federal Reserve Bank of Chicago is seeking a Solution Architect with 5+ years of experience in a complex, multi-platform distributed environment. The role involves partnering with senior leadership, defining strategic direction, ensuring project solutions align with enterprise architecture, and guiding the organization on best practices. The bank offers a comprehensive benefits package, continuous learning opportunities, and up to 20% domestic business travel. The position requires authorization to work in the US without visa sponsorship and compliance with the Bank's ethics rules.

Accounts Receivable Specialist

Company: Arrive Logistics

Location: Chicago, IL

Posted Nov 11, 2023

Arrive Logistics, a rapidly growing freight brokerage firm in the US, is seeking an Accounts Receivable Specialist. The role involves serving as the primary AR contact for customers and sales teams, managing invoicing, building relationships with key customers, and resolving payment errors. The ideal candidate should have a Bachelor's Degree in Accounting or Finance, 2+ years of AR experience, and expert knowledge of Microsoft Suite, particularly Excel. Benefits include excellent health coverage, a matching 401K program, a hybrid work-from-home schedule, and a casual dress code. Arrive Logistics has been recognized as a 'Best Place to Work' by Inc. Magazine and the Chicago Tribune.

Network Apprentice

Company: SDI Presence

Location: Chicago, IL

Posted Nov 10, 2023

SDI Presence LLC, an IT consultancy and managed services provider, is seeking an Apprentice - Networking and Telecom for the Chicago Telecommunications Modernization project. The role involves configuring and installing networking and telecom equipment, documenting environments, and maintaining communication with end users and team members. Requirements include a 4-year degree, networking experience, and proficiency in Microsoft applications. SDI Presence is an equal opportunity employer committed to diversity and inclusion.

Associate Principal, Model Risk Management, Analysis

Company: OCC

Location: Chicago, IL

Posted Nov 11, 2023

The Associate Principal in Model Risk Management (MRM) is responsible for analyzing model risk across various financial models. They review and assess model risk, design and implement benchmark models, and perform model performance testing. The role requires strong quantitative skills, knowledge in financial mathematics, econometrics, risk management methods, and financial products. A Master's degree or equivalent in a quantitative field is required, with a PhD preferred. The candidate should have 7+ years of related experience in quantitative modeling in finance. Proficiency in programming languages, database technology, and technical documentation is essential. OCC, the world's largest equity derivatives clearing organization, offers a collaborative environment with benefits like a hybrid work environment, tuition reimbursement, and generous PTO.

Claims Consultant - Construction Defect

Company: CNA

Location: Chicago, IL

Posted Nov 10, 2023

CNA is offering a highly complex commercial claims management position with a focus on investigations, settlements, and negotiations. The role involves managing claims with high complexity and exposure, coordinating claim resolution activities, and ensuring quality and customer service standards. The ideal candidate should have advanced technical and product specific expertise, strong communication and negotiation skills, and the ability to manage multiple projects. A Bachelor's Degree or equivalent experience, along with a minimum of eight years of relevant experience, is required. CNA offers a competitive benefits package and is committed to providing reasonable accommodations for qualified individuals with disabilities.

Lead Android Engineer, Checkout

Company: Block

Location: Chicago, IL

Posted Nov 10, 2023

Square, a global technology company, is seeking a Lead Engineer for its Android Checkout team. The role involves leading a team to create technical systems, mentoring junior engineers, and collaborating with cross-functional teams to deliver features. The company offers competitive pay, comprehensive benefits, and a commitment to diversity and inclusion.

Senior Software Engineer - Pangea (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Nov 11, 2023

Enova International is seeking a Senior Software Engineer with 5+ years of experience in C#/.NET, object oriented programming, and CI/CD pipelines. The role involves designing, building, and maintaining APIs and services for the Pangea platform, which is developed on C#/.NET and hosted with AWS. The ideal candidate will have experience troubleshooting production issues, writing software for consumer facing applications, and a willingness to participate in a periodic on-call rotation. The role is hybrid, requiring the individual to be open to coming into the Chicago office 1-3 times per month. Enova International is a values-driven organization that provides online financial services through its AI and machine learning-powered Colossus platform, serving non-prime consumers and businesses. The company offers a range of benefits including flexible work schedule, health insurance, 401(k) matching, PTO, sabbatical program, and more.

Head of Insurance Product

Company: Obie

Location: Chicago, IL

Posted Nov 10, 2023

Obie, a Chicago-based startup founded in 2017, is seeking a seasoned insurance product leader to join their growing operations team. The ideal candidate will have extensive experience in property insurance, including P&L management, underwriting solutions, operational and regulatory requirements, and product development. They will be responsible for enhancing and evolving insurance product strategies, collaborating with cross-functional teams, and driving profitable growth. The role requires strong leadership, project management, and communication skills, with a focus on innovation and adaptability in a fast-paced startup environment.

Senior Information Security Risk Management Analyst

Company: Federal Reserve Bank of Chicago

Location: Chicago, IL

Posted Nov 11, 2023

The Federal Reserve Bank of Chicago is seeking a Senior IS Risk Management Analyst with a Bachelor's Degree in business, information technology, or a related field and 6+ years of experience in risk management, audit, or information security. The role involves working with internal departments and external vendors to ensure high-quality information security controls are in place. Responsibilities include assessing internal control performance, identifying weaknesses, and providing recommendations to strengthen the control environment. The position offers a comprehensive benefits package, a learning environment, and opportunities for career growth. The Federal Reserve Banks are committed to diversity and inclusion.

Network Apprentice

Company: SDI Presence

Location: Chicago, IL

Posted Nov 10, 2023

SDI Presence LLC, a 25-year-old IT consultancy and managed services provider, is seeking an Apprentice - Networking and Telecom. The role involves supporting the Chicago Telecommunications Modernization project, including configuring and installing networking and telecom equipment, documenting environments, and maintaining communication with end users. The ideal candidate should have a 4-year degree or relevant experience, networking expertise, and telecom experience. Familiarity with Microsoft applications and strong communication skills are required. SDI Presence, backed by Abry Partners, is an equal opportunity employer committed to diversity and inclusion.

Engineer III, Backend (Money Squad)

Company: SpotHero

Location: Chicago, IL

Posted Nov 11, 2023

SpotHero is a fast-growing startup that empowers people to get everywhere easier. They are seeking a Backend Engineer III to join their Money Squad, which is responsible for powering all things money related. The role involves identifying, designing, developing, testing, and releasing high-quality functionality, as well as collaborating with the rest of the team to deliver quality products.

Head of Insurance Product

Company: Obie

Location: Chicago, IL

Posted Nov 10, 2023

4. 3. 2. We'll be looking to see your problem solving abilities, writing and communication skills, general demeanor, and ability to leverage key product management strategies. Obie offers a superior insurance experience, allowing real estate investors and landlords to obtain the right coverage where it’s most convenient for them, whether that means using our digital quote tools, working with independent agents, or finding us through our integrations with industry partners. With over 6,000 active policy holders, and over $20 billion in coverage secured, Obie has still barely scratched the surface of its growth potential. More About Obie Founded in 2017, Obie is paving a new path in insurance for landlords and real estate investors. Obie has you covered Being in the insurance industry, we understand the importance of comprehensive benefits for you and your family. You'll learn more about Obie and have a chance to ask any questions about our company, team, culture, and product. That growth is supported by $39 million secured in funding, positioning it perfectly to continue revolutionizing the industry.

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.

Related Pages