Health Insurance Jobs in Chicago, Illinois

42,828 open positions · Updated daily

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

Service Technician/Machinist

Company: Goulds Pumps IPG LLC

Location: Chicago, IL

Posted Sep 01, 2025

Building on centuries of pump design experience, PRO Services provides an array of services focuses on reducing equipment total cost of ownership and increasing…

Lease Purchase Truck Driver

Company: Risinger Brothers Transfer, Inc.

Location: Chicago, IL

Posted Sep 01, 2025

If you pride yourself in being a professional & safe Class-A Truck Driver, you can lease purchase well maintained 2020-2025 Volvo trucks for no money down and…

Maintenance Electrician - Days B

Company: Sherwin-Williams

Location: Chicago, IL

Posted Sep 01, 2025

Have at least an industrial, electrical, and/or welding certifications or license. Understands basic electrical and pneumatic diagrams, familiar with 12 VDC to…

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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