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.

Content Marketing Manager

Company: Epsilon

Location: Chicago, IL

Posted Jul 22, 2025

As a Content Marketing Manager at Epsilon, you will play a pivotal role in driving our marketing efforts through content strategy, SEO, website strategy,…

Software Engineer - Platform (Hybrid)

Company: Enova International

Location: Chicago, IL

Posted Jul 21, 2025

Expertise with building software features, enterprise architecture, and API integration to facilitate first in class software.

AI and Data Engineer

Company: Sentinel Technologies, Inc.

Location: Chicago, IL

Posted Jul 21, 2025

The AI and Data Engineer will design and build scalable data pipelines, develop AI-powered applications and services (primarily in Python), and contribute to…

Retail Security Officers $18.50/Hr

Company: Per Mar Security Services

Location: Chicago, IL

Posted Jul 21, 2025

The selected individual will patrol and secure assigned premises as well as identify risks to staff and patrons.

Sr Accountant

Company: PayPal

Location: Chicago, IL

Posted Jul 22, 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…

Export Customer Service Representative

Company: MSC Mediterranean Shipping Company S.A.

Location: Chicago, IL

Posted Jul 21, 2025

Ability to successfully develop and maintain positive client and vendor relationship. Prolonged periods sitting at a desk and working on a computer.

Field Support Representative

Company: Canon Business Process Services, Inc.

Location: Chicago, IL

Posted Jul 21, 2025

Provide reception work such as answering telephones, taking messages and greeting visitors. May provide minor maintenance of photocopy machine such as solving…

CDL- A Intermodal Truck Driver - Owner Operator - Home Daily

Company: Forward Intermodal

Location: Chicago, IL

Posted Jul 22, 2025

12 months of verifiable tractor trailer experience. Drop & hook and live loads. Forward is partnering with Class A CDL Owner Operators in the Chicago, IL area…

REGISTERED NURSES (RN) Evening shift

Company: Austin Oasis

Location: Chicago, IL

Posted Jul 21, 2025

Current, unencumbered state license to practice as a Registered Nurse. Will direct the day-to-day functions of the nursing assistants in accordance with current…

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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