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.

Maintenance Supervisor

Company: Servitas Management Group, LLC

Location: Chicago, IL

Posted May 27, 2025

During performance of duties, documents and reports items to Management requiring repair or any suspicious or unlawful items around the facility or students,…

Principal Platform Engineer

Company: Avant, LLC

Location: Chicago, IL

Posted May 28, 2025

As a team member, you will be developing tools to create and maintain cloud infrastructure, automate the management of complex service-oriented applications,…

Building/Refrigeration Engineer

Company: The University of Chicago

Location: Chicago, IL

Posted May 28, 2025

Current valid driver's license. In addition, this role is responsible for advanced installation, maintenance, repair, and operation of building equipment…

Data Analyst 2

Company: PayPal

Location: Chicago, IL

Posted May 29, 2025

Day-to-day duties include data analysis, monitoring and forecasting, creating the logic and implementing risk rules and strategies, providing requirements to…

CDL-A Dedicated Truck Driver: $1,000 BONUS & Avg $1,500+/wk!

Company: U.S. Xpress

Location: Chicago, IL

Posted May 28, 2025

SAP drivers are not eligible for hire. Drive DEDICATED with U.S. Xpress: $1,000 SIGN ON BONUS and get HOME WEEKLY! Newer equipment averaging 18 Months.

Bilingual Wireless Retail Sales Associate

Company: Total Wireless - Mobile Generation Prepaid

Location: Chicago, IL

Posted May 29, 2025

Mobile Generation is an Equal Opportunity Employer and does not discriminate in employment based on race, color, religion, creed, national origin, ancestry, sex…

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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