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 Developer (Spring Boot / Web Services)

Company: Interactive Brokers

Location: Chicago, IL

Posted Jun 16, 2023

The text describes a hybrid role at Interactive Brokers, a technology-focused financial services company. The role involves designing, developing, and maintaining Spring Boot REST services, with a focus on data provision for multiple web applications. The company offers competitive salaries, bonuses, and stock grants, along with excellent benefits and learning opportunities. The company provides a sophisticated trading platform and is recognized as a leader in the financial services industry.

Network Engineer

Company: McMaster-Carr

Location: Chicago, IL

Posted Jun 15, 2023

McMaster-Carr is an e-commerce company offering over half a million products, emphasizing experimentation, innovation, and an inclusive workplace. They are seeking an experienced Network Engineer for their headquarters in the Chicago area, offering a starting pay range of $120,000 - $140,000 and comprehensive benefits. Qualifications include 5+ years of experience with Cisco technologies and hands-on experience with various networking protocols.

Associate Principal, Network Workflow Management

Company: OCC

Location: Chicago, IL

Posted Jun 17, 2023

None Found

Associate Principal, Network GRC

Company: OCC

Location: Chicago, IL

Posted Jun 17, 2023

The text describes a job position at the Options Clearing Corporation (OCC), a systemically important financial market utility. The role involves process management, issue management, audit best practices, internal controls, data extraction, compliance best practices, and team collaboration. The candidate should have a bachelor's degree or equivalent work experience, proficiency in MS Office software, and web-based reporting tools. OCC offers a collaborative environment, work-life balance, and employee wellness benefits.

Infrastructure Engineer

Company: McMaster-Carr

Location: Chicago, IL

Posted Jun 15, 2023

McMaster-Carr is an e-commerce company that stocks and distributes industrial supplies, with a focus on being the complete source for industrial supplies. They value collaboration, learning, and mentorship, with a culture that encourages engineers to explore new topics and tackle challenges. The company offers competitive compensation, comprehensive benefits, and a commitment to supporting employees and their dependents. They are looking for experienced engineers with a focus on Windows, Linux, and VMware ESX systems, as well as experience with various technologies and tools. To apply, visit www.mcmaster.com/apply.

Insurance Agent, Base + Commission - N. Chicago

Company: Horace Mann

Location: Chicago, IL

Posted Jun 15, 2023

Horace Mann is currently hiring 4-5 salespeople for their N. Chicago office. The role involves selling P&C and Life insurance to local educators. The company offers a base salary, benefits, and uncapped commissions. Top performers can earn significantly more. The company was founded by teachers and has been serving educators for over 75 years. They provide insurance products and financial products to help educators protect what they have and prepare for the future.

Manager, Strategy and Operations

Company: McMaster-Carr

Location: Chicago, IL

Posted Jun 15, 2023

McMaster-Carr is seeking high potential individuals to lead and develop teams, challenge business assumptions, and make an impact while developing as a company leader. The role offers operational and process improvements in various areas, a promotional path, and exceptional work-life balance. The company focuses on creating visual and informative product merchandising, building in-house systems, and improving operationally for exceptional customer experiences. The role requires agile, adaptable leaders to tackle problems and add value across various functions.

Sr. Manager - IT Compliance

Company: GoHealth

Location: Chicago, IL

Posted Jun 17, 2023

The text describes a role for a Senior Manager - IT Compliance at GoHealth. The position involves leading and supervising the Information Security compliance and risk teams, evaluating risk according to best practices and compliance mandates, and supporting the documentation and reporting of controls. The role requires strong written and oral communication skills, leadership qualities, and the ability to communicate detailed, technical information to various stakeholders. The Sr. Manager - IT Compliance will also contribute to the company's Information Security strategy and roadmap.

Associate Principal, Technology Operations

Company: OCC

Location: Chicago, IL

Posted Jun 17, 2023

The job description outlines a Production Administration role with responsibilities including scheduling, output distribution, report creation, and supporting various applications and services. The individual will work with UC4 software, UC4 Scripting language, Mobius, and other tools. They will also be required to develop, monitor, and report on Key Performance Indicators, drive continuous improvement, and collaborate with team members.

Customer Success Manager

Company: Betterview

Location: Chicago, IL

Posted Jun 16, 2023

Betterview, a Property Intelligence & Risk Management Platform, is seeking an experienced Customer Success Manager to help customers achieve business outcomes. The role involves managing customer accounts, ensuring satisfaction, identifying growth opportunities, and driving customer loyalty and adoption. The company offers competitive compensation, benefits, and a supportive work environment. Requirements include 1-3 years of B2B SaaS Customer Success experience, P&C insurance experience is a plus, and the ability to travel 10-20%.

Software Development and Design

Company: McMaster-Carr

Location: Chicago, IL

Posted Jun 15, 2023

McMaster-Carr offers a software development and design internship for talented graduates. The role involves technical training, a capstone project, design thinking, research, and implementation. The company values inclusion, diversity, and exceptional candidates with strong academic performance, communication skills, and a growth-oriented mindset. The starting pay is $108,000 with additional benefits.

Enrollment Advisor

Company: AllCampus

Location: Chicago, IL

Posted Jun 16, 2023

All Campus is a remote work culture that plans to return to the office in a flexible format when it is safe to do so. They offer data-driven marketing, enrollment, retention, and technology services to help higher education institutions expand their reach and cultivate relationships with students. The company is committed to providing excellent service to both their clients and their students, as reflected in their core values of Exceed Expectations, Embrace Curiosity, Just Say It, Show Kindness, and Be Scrappy. They offer a casual and cordial office environment, competitive benefits, and are currently searching for an Enrollment Advisor to join their product development team in Chicago.

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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