Medical Stop Loss Underwriting Analyst - Insurance - Remote

Daley and Associates

Chicago, IL(remote)

JOB DETAILS
SALARY
$60,000–$70,000 Per Year
SKILLS
Actuarial Skills, Analysis Skills, Cross-Functional, Data Analysis, Data Quality, Documentation, Health Insurance, Health Plan, Insurance, Insurance Underwriting, Maintain Compliance, Microsoft Excel, Pivot Tables, Regulatory Requirements, Risk Analysis, Sales, Stop Loss Insurance, Underwriting, Vlookups
LOCATION
Chicago, IL
POSTED
2 days ago
Medical Stop Loss Underwriting Analyst - Insurance - Remote 

We’re partnering with a growing insurance organization to identify an Underwriting Analyst to support a dynamic Stop Loss underwriting team.

This role is ideal for a professional with experience in health insurance, stop loss, or self-funded plans who enjoys working with underwriting data, risk analysis, and cross-functional collaboration.

Responsibilities:
• Review underwriting data and validate quote accuracy prior to release
• Analyze risk parameters, large claims activity, and group experience data
• Support underwriting decisions through detailed summaries and recommendations
• Ensure compliance with underwriting guidelines and regulatory requirements
• Maintain accurate documentation and data integrity across underwriting systems
• Partner closely with Underwriters, Actuaries, and Sales teams

Qualifications
• Bachelor’s degree required 
• 2+ years of experience in insurance, stop loss, or health plan environments
• Strong Excel skills including pivot tables, VLOOKUP/XLOOKUP, and data analysis
• Experience with underwriting systems or rating tools preferred
• Insurance designations or progress toward them are a plus

This is an excellent opportunity to join a well-established insurance company in a remote capacity. The expected compensation range for this role is between $60K-$70K annually. Qualified candidates with medical stop loss insurance experience, contact Erin at esullivan@daleyaa.com for more details. 

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About the Company

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Daley and Associates

Daley And Associates, LLC (“DAA”) is a boutique search, executive, and contract staffing firm located in Boston, MA. We specialize in the placement of Accounting, Finance, Information Technology, Legal, Administrative, and Life Sciences professionals at all levels. The firm was founded in 2005 by distinguished executives with over 30+ years of staffing agency experience with the mission to create a different kind of recruiting firm, one that provides a very hands-on, consultative approach to the clients they serve.


Daley And Associates works with some of the most prominent businesses in the greater Boston area. Our clients range from promising start-ups to Fortune 100 companies.

COMPANY SIZE
20 to 49 employees
INDUSTRY
Staffing/Employment Agencies
FOUNDED
2005
WEBSITE
http://daleyaa.com/