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.

Owner Operator - CDL-A Flatbed Truck Driver

Company: Ace Doran

Location: Chicago, IL

Posted May 01, 2025

1 year of OTR/ Regional verifiable experience in the last 3 years or the same type of driving operation they are applying for. No age restrictions for tractors.

Senior Lead Software Engineer, Full Stack

Company: Capital One

Location: Chicago, IL

Posted May 01, 2025

Capital One will consider for employment qualified applicants with a criminal history in a manner consistent with the requirements of applicable laws regarding…

Data Scientist 1

Company: PayPal

Location: Chicago, IL

Posted May 01, 2025

We enable consumers to exchange funds more safely with merchants using a variety of funding sources, which may include a bank account, a PayPal or Venmo account…

Security and Safety Officer - Part Time

Company: Loyola University Health System

Location: Melrose Park, IL

Posted May 02, 2025

General - Valid Illinois driver's license. Specify Degree(s): Criminal Justice, Law Enforcement, Security Admin, Fire Services or related field.

CDL-A Truck Driver - Flatbed Division

Company: Koch Trucking

Location: Oak Park, IL

Posted May 02, 2025

All candidates must have a valid CDL-A license and 12 months of driving experience . Koch Trucking is looking to hire CDL-A truck drivers to join our flatbed…

CDL-A Solo & Team Owner Operator Truck Drivers

Company: Roadrunner

Location: Chicago, IL

Posted May 02, 2025

Connect with Roadrunner to experience the way truck driving business ownership should be. Average weekly pay averages between $2,500-$4,000 for solo drivers, $…

Retail Sales Associate

Company: Korn Ferry RPO for Tempur Sealy

Location: Oak Brook, IL

Posted May 03, 2025

During the first year of employment, your paid time off will be pro-rated based on date of hire unless otherwise dictated by state or local law.

Senior Software Engineer, Full Stack

Company: Capital One

Location: Chicago, IL

Posted May 01, 2025

Collaborate with and across Agile teams to design, develop, test, implement, and support technical solutions in full-stack development tools and technologies.

CDL-A Truck Driver - Flatbed Division

Company: Koch Trucking

Location: Cicero, IL

Posted May 02, 2025

All candidates must have a valid CDL-A license and 12 months of driving experience . Koch Trucking is looking to hire CDL-A truck drivers to join our flatbed…

Research Data Scientist

Company: The University of Chicago

Location: Chicago, IL

Posted Apr 30, 2025

Background in research-related work in economics, climate science, data science, computer science, or a similar quantitative field is highly desirable.

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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