VP of Stop Loss Underwriting (Hybrid in Illinois) (200-285K)

Daley and Associates

Downers Grove, IL

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JOB DETAILS

SALARY

$200,000–$285,000 Per Year

LOCATION

Downers Grove, IL

POSTED

4 days ago

Vice President, Stop Loss Underwriting
Chicago Suburbs, IL (Hybrid)
Compensation: $200K – $285K Base

We are seeking a Vice President, Stop Loss Underwriting with a well-established and growing organization in the healthcare insurance space.
The Vice President will partner closely with executive leadership, actuarial, sales, claims, and product development teams to help shape underwriting philosophy, improve operational efficiencies, evaluate new product opportunities, and ensure sound risk management practices across the business.

Key areas of responsibility include:
• Leading underwriting strategy and execution across stop loss products and large claim solutions
• Overseeing pricing methodologies, risk assessment, and underwriting guidelines
• Supporting new business development and distribution growth initiatives
• Driving process improvements, technology enhancements, and operational scalability
• Managing and mentoring underwriting staff while building a strong performance-oriented culture
• Collaborating with actuarial and product teams on new products and market opportunities
• Providing reporting, analytics, and portfolio insights to senior leadership

Qualified candidates will ideally possess:
• 10+ years of medical stop loss underwriting experience
• Progressive leadership experience managing underwriting teams and strategy
• Strong expertise in pricing, risk analysis, and large claims evaluation
• Experience working cross-functionally with actuarial, claims, sales, and product teams
• Excellent communication, analytical, and decision-making skills
• Experience with modern underwriting tools and technologies

Interested candidates are encouraged to email their resumes to Kyle Archer at karcher@daleyaa.com
#LI-KA1
#LI-Hybrid

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/

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