Health Insurance Jobs in Chicago, IL

52,464 open positions · Updated daily

Looking for Health Insurance jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Health Insurance position in the Chicago, IL area.

CAD Program Manager

Company: The Container Store Inc.

Location: Elmhurst, IL

Posted Jul 12, 2025

Bachelor's degree in Engineering, Computer Science, or related field. 4-7 years of experience in CAD program management or related field.

Preschool Assistant Director River North

Company: Kido

Location: Chicago, IL

Posted Jul 12, 2025

Oversee curriculum implementation and ensure licensing compliance. CDA or Bachelor’s degree in Early Childhood or a related field.

Insurance Sales Agent - Customer Service

Company: Freeway Insurance Services America, LLC

Location: Berwyn, IL

Posted Jul 12, 2025

Personal Lines or Property and Casualty license preferred (but not required). Accurate accounting of all currency transactions as well as timely delivery of…

Door Host/Security Staff - Late Nights, Evenings

Company: Gus' Sip & Dip (1262)

Location: Chicago, IL

Posted Jul 13, 2025

Door Host/Security Staff are responsible for the initial, warm greeting of guests and for maintaining the safety of guests and employees, carding guests,…

Public Safety Supervisor (Armed) 3rd Shift

Company: Advocate Aurora Health

Location: Chicago, IL

Posted Jul 12, 2025

A valid driver’s license issued by the Division of Motor Vehicle. Responsible for KRA results; provides input to and implements the budget, administers policies…

Flex Security Officer - Open Schedule

Company: Securitas

Location: McCook, IL

Posted Jul 12, 2025

Provide high level of customer service to clients, employees, and guests. Valid Driver's License and clear driving history. Prior security experience a plus.

Senior Brand Manager, Brand Growth & Innovation - Cottonelle®

Company: Kimberly-Clark

Location: Chicago, IL

Posted Jul 13, 2025

Lead portfolio technology mapping and cascade strategy, including business case ownership of big technical bets. Bachelors Degree in Business/Marketing.

Insurance Sales Agent - Customer Service

Company: Freeway Insurance Services America, LLC

Location: Addison, IL

Posted Jul 12, 2025

Personal Lines or Property and Casualty license preferred (but not required). Accurate accounting of all currency transactions as well as timely delivery of…

Executive Chef

Company: Viceroy Chicago

Location: Chicago, IL

Posted Jul 12, 2025

A 2-year, 3-year or 4-year culinary degree and at least 5 years of progressive experience in a hotel or a related field. Coordinate all par stock levels.

Executive Sous Chef | Full-Time | McCormick Place Convention Center

Company: Oak View Group

Location: Chicago, IL

Posted Jul 13, 2025

Continually manage, monitor and seek labor efficiencies to reduce costs, improve product output and enhance overall guest experience.

Frequently Asked Questions

What are typical salary ranges by seniority in Health Insurance?
Entry‑level analysts earn $55k–$75k, mid‑level roles $80k–$110k, senior positions $115k–$150k, and directors or VP levels range from $160k to $200k. Pay varies by region; for example, New York City salaries are often 20% higher than national averages.
Which skills and certifications are required?
Key technical skills include SQL, SAS, R, Tableau, and HL7 for data integration. Certification requirements often involve SOA or CAS actuarial exams, HIPAA‑compliance credentials, Guidewire Underwriting Certification, PMP for project managers, and financial certifications like CPA or CMA for finance roles.
Is remote work available in Health Insurance roles?
Yes—about 70% of positions offer fully remote or hybrid options. Major carriers such as UnitedHealth, Anthem, Humana, and CVS Health have formal telecommuting policies, especially for data‑analysis, product‑management, and compliance roles.
What are common career progression paths?
Typical trajectories move from junior analyst to senior analyst, then to manager, director, and VP. Progression often requires additional certifications (e.g., actuarial exams, PMP), cross‑functional experience, and proven leadership in projects like claims automation or value‑based care initiatives.
What industry trends should Health Insurance professionals watch?
Key trends include AI‑driven fraud detection, telehealth expansion, value‑based care models, regulatory updates to the ACA and Medicare Advantage, data‑privacy enforcement (HIPAA, GDPR), cybersecurity investments, and ESG‑aligned underwriting practices.

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