Underwriting Assistant, Digital Health
Apply now »Date: Jun 26, 2026
Location: Chicago, IL, US
Company: Odyssey
<img 100="" height="100" src="https://hcm4preview.sapsf.com/doc/custom/OdysseyTest/Hudson_Logo_Horizontal_Full_Color.png" width="" />
Hudson is a market-leading specialty insurer that offers a wide range of property and casualty insurance products to corporations, professional firms and individuals through retailers, wholesalers and program administrators.
We focus our attention and our resources on finding high-quality solutions that give our business partners, producers, and policyholders a safe harbor for the risks they face.
Headquartered in New York City with offices throughout the U.S. and in Vancouver, Canada, Hudson underwrites excess insurance on an admitted basis through Hudson Insurance Company and on a non-admitted basis through Hudson Excess Insurance Company.
Collectively known as Hudson Insurance Group, its companies are rated A+ (Superior) by A.M. Best, Financial Size Category XV. Hudson Insurance Group is the U.S. Insurance Division of the Odyssey Group, a leading global provider of reinsurance and specialty insurance. Odyssey Group is a subsidiary of Fairfax Financial Holdings Limited.
Key Responsibilities:
- Application Management:
- Assist in receiving, logging, and organizing digital health insurance policy applications.
- Ensure the completeness and accuracy of application documentation and data entry.
- Data Gathering:
- Collect and organize necessary data from applicants, healthcare providers, and internal sources.
- Maintain data integrity and accuracy in underwriting databases and systems.
- Customer Interaction:
- Serve as a point of contact for customers, agents, and internal teams, addressing inquiries and providing assistance.
- Maintain a professional and customer-friendly communication style.
- Documentation and Filing:
- Manage and maintain underwriting records, including electronic and physical documents.
- Assist in preparing and organizing underwriting files for review.
- Administrative Support:
- Assist underwriters with administrative tasks, including scheduling, report preparation, and document distribution.
- Coordinate meetings, calls, and appointments for the underwriting team.
- Qualtiy Assurance:
- Conduct regular quality checks on underwriting documentation to ensure accuracy and compliance with guidelines.
- Identify and rectify errors or discrepancies as needed.
Education/Experience:
- Bachelor’s degree required. All majors welcome.
- Previous experience in an administrative or support role, preferably in an insurance or financial services environment.
- Strong organizational and multitasking skills with exceptional attention to detail.
- Excellent communication and interpersonal skills.
- Proficiency in using office software and digital tools for data entry and management.
- Ability to handle sensitive and confidential information with discretion.
- An interest in insurance, underwriting processes, and digital health products is beneficial.
- A proactive and self-motivated approach to tasks and problem-solving.
In Chicago, IL the pay range for this role is $60,000 – $75,000. This role may also be eligible to participate in a discretionary annual incentive program. The specific offer will depend on an applicant’s skills and other factors. This range is specific to Chicago, IL and may not be applicable to other locations.
#Hudson
We are an E-Verify employer - all hired positions require successfully passing an E-Verify Check.
Navigate the links below to learn more about careers at OdysseyRe.
Career Areas for Professionals
Follow us on LinkedIn for company highlights
Nearest Major Market: Chicago