Underwriting Analyst (Stop Loss Insurance) – Remote or Hybrid

Daley and Associates

Elmhurst, IL(remote)

Apply

JOB DETAILS

SALARY

$60,000–$70,000 Per Year

LOCATION

Elmhurst, IL

POSTED

4 days ago

Underwriting Analyst (Stop Loss Insurance) – Remote or Hybrid
Chicago Suburbs, IL
Full-Time | $60,000 – $70,000

We are seeking a detail-oriented and analytically driven Underwriting Analyst to join a growing Stop Loss underwriting team supporting complex risk assessment and pricing decisions in a fast-paced, collaborative environment.

This role plays a critical part in the underwriting process by ensuring the accuracy of submitted data, validating risk parameters, and supporting underwriting decisions through detailed analysis and documentation.

The ideal candidate is comfortable working with large data sets, highly proficient in Excel, and interested in developing a long-term career within health insurance and stop loss underwriting.

Reporting to the AVP, Underwriting – Life & Health, this position works closely with Underwriters, Actuaries, and Sales partners to ensure consistent underwriting standards and high-quality risk selection.

Key Responsibilities

Review submitted underwriting data for accuracy and completeness
Validate quote inputs and ensure adherence to underwriting guidelines prior to release
Analyze expense assumptions and ensure proper system setup
Review state and regulatory requirements for compliance considerations
Set up and evaluate experience data for underwriting analysis
Summarize large claim data to identify risk indicators and trends
Support risk evaluation for stop loss and self-funded health plans
Prepare underwriting summaries and group write-ups for senior review
Maintain accurate underwriting records and ensure data integrity across systems

Qualifications

Bachelor’s degree preferred in Finance, Economics, Business, Actuarial Science, or related field
2–4 years of experience in insurance, ideally within stop loss, health insurance, or self-funded plans
Strong Excel skills required (pivot tables, VLOOKUP/XLOOKUP, data analysis)
Exposure to underwriting systems, databases, or rating tools preferred
Progress toward insurance designations (AU, AINS, CPCU, HIA, FLMI) a plus
Strong analytical mindset with excellent attention to detail

This is a great opportunity for someone looking to build deep expertise in stop loss underwriting while working alongside experienced industry professionals in a high-growth environment. Please reach out to Kyle Archer at karcher@daleyaa.com if interested.

#LI-KA1
#LI-Hybrid
IND123

About the Company

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/