Senior Stop Loss Underwriter

Employee Benefits Captive • Chicago, IL

6d • $90,000 - $125,000 • Remote

About The Position

The Senior Stop Loss Underwriter evaluates, prices, and manages risk for employer-sponsored self-funded health plans. The role underwrites new business and renewals, assesses specific and aggregate exposure, and aims to ensure profitability while maintaining a competitive market position. It collaborates with sales, clinical, policy, and claims teams to make sound underwriting decisions aligned with company guidelines and financial objectives.

Requirements

• 5+ years of stop loss underwriting experience; specific and aggregate experience preferred.
• Strong knowledge of self-funded health plan structures.
• Experience reviewing large claimant reports and medical diagnoses.
• Proficiency in underwriting models and rating tools.

Nice To Haves

• Specific and aggregate stop loss underwriting experience.

Responsibilities

• Review employer census data, claims experience, and large claimant reports.
• Evaluate specific and aggregate risk exposure and establish appropriate attachment points, lasers, and aggregate corridors.
• Price stop loss coverage in accordance with underwriting guidelines.
• Analyze emerging large claims and assess recurrence risk.
• Underwrite new employer groups seeking stop loss coverage.
• Analyze renewal performance and determine rate adjustments.
• Balance competitiveness with profitability targets.
• Provide alternative quoting strategies when appropriate.
• Communicate underwriting decisions clearly and professionally with producers.
• Support producers during negotiations.
• Partner with clinical underwriting on high-cost cases.
• Coordinate with policy administration to ensure accurate contract terms.
• Adhere to delegated underwriting authority.
• Ensure compliance with state and federal regulations.
• Provide guidance and mentorship to junior underwriters.
• Contribute to underwriting best practices, process improvements, and training initiatives.
• Serve as a subject matter expert on complex or high-risk cases.

Benefits

• Comprehensive medical insurance.
• Dental insurance.
• Vision insurance.
• Life and disability insurance.
• Fertility benefits.
• Wellness resources.
• Paid sick time.
• Generous paid time off and holidays.
• Employee Assistance Program (EAP).
• Complimentary Calm app subscription.
• Immediate vesting in a 401(k) plan.
• Health Savings Account (HSA) and Flexible Spending Account (FSA) options.
• Commuter benefits.
• Employee discount programs.
• Paid maternity leave.
• Paid paternity leave, including for adoptive parents.
• Legal plan options.
• Pet insurance coverage.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed