Jobs in Trumbull, CT

Assistant Director, Policy & Implementation
(Stop Loss Insurance)
United States (Hybrid or Remote, depending on location)
Salary Range: $85,000–$110,000 + bonus/benefitsA growing insurance organization is seeking an Assistant Director of Policy & Implementation to lead policy issuance operations within its Stop Loss business. This is a high-impact role for someone who enjoys people leadership, compliance-driven work, and partnering cross-functionally to ensure smooth group You'll Do

• Lead and manage a team of Policy Issuance Specialists focused on stop loss insurance
• Oversee accurate and timely issuance of insurance policies
• Ensure producer licensing and appointment verification across jurisdictions
• Act as a key compliance partner, maintaining adherence to regulatory requirements
• Collaborate with Sales, Claims, Finance, and Client teams to support new group implementations
• Participate in product development initiatives and business analysis projects
• Identify process improvements to enhance efficiency, accuracy, and scalability

What We're Looking For

• Experience in stop loss insurance, policy issuance, or related insurance operations
• Prior people management or team leadership experience
• Strong understanding of compliance, licensing, and regulatory requirements
• Highly organized with excellent attention to detail
• Collaborative communicator comfortable working across departments
• Ability to balance operational execution with strategic initiatives

Why This Role

• Leadership opportunity within a stable, growing organization
• Exposure to product development and cross-functional strategy
• Competitive compensation and benefits
• Meaningful impact on operational excellence and client experience

If you're interested in learning more or would like to be considered confidentially, please send your resume to .
Remote working/work at home options are available for this role.