×
Register Here to Apply for Jobs or Post Jobs. X

Senior Director, Underwriting

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: Trustmark
Full Time position
Listed on 2026-08-16
Job specializations:
  • Insurance
    Risk Manager/Analyst
  • Management
    Risk Manager/Analyst
Salary/Wage Range or Industry Benchmark: 108000 - 161000 USD Yearly USD 108000.00 161000.00 YEAR
Job Description & How to Apply Below

Trustmark’s mission is to improve wellbeing – for everyone. It is a mission grounded in a belief in equality and born from our caring culture. It is a culture we can only realize by building trust. Trust established by ensuring associates feel respected, valued and heard. At Trustmark, you’ll work collaboratively to transform lives and help people, communities and businesses thrive.

Flourish in a culture of diversity and inclusion where appreciation, mutual respect and trust are constants, not just for our customers but for ourselves. At Trustmark, we have a commitment to welcoming people, no matter their background, identity or experience, to a workplace where they feel safe being their whole, authentic selves. A workplace made up of diverse, empowered individuals that allows ideas to thrive and enables us to bring the best to our colleagues, clients and communities.

About

The Role

Leads production underwriting and underwriting operations for small group and level-funded business, ensuring disciplined growth, consistent risk selection, and operational excellence. Manages production underwriters and underwriting operations leadership while shaping underwriting strategy through the design and implementation of scalable processes and workflows. Develops and reports on data driven insights to improve effectiveness. As a key partner to sales, ensures alignment on growth objectives and coaches team members on effective sales staff engagement.

Collaborates with actuarial, product, operations, and technology teams to ensure alignment of processes, risk management, and business strategy. Accountable for underwriting quality, team development, process innovation/efficiency, and achieving profitable growth across the portfolio.

Key Accountabilities
  • Underwriting Leadership and Portfolio Performance:
    Leads production underwriting to ensure disciplined risk selection, pricing consistency, and achievement of growth and profitability targets across small group and level-funded business. Establishes underwriting guidelines and leverages performance reporting, analytics, and portfolio insights to monitor results, identify trends, and drive accountability across the team.
  • Underwriting Strategy and Process Innovation:
    Shapes underwriting strategy by identifying opportunities to improve outcomes through the design and implementation of new processes, tools, and workflows. Drives scalable, repeatable approaches that enhance efficiency, risk assessment, and consistency, while adapting to market dynamics.
  • Sales Partnership Effectiveness:
    Partners closely with sales leadership to align underwriting execution with growth objectives. Serves as a subject matter expert in underwriting-sales collaboration and coaches team members on effective field engagement, positioning, and deal support to improve close rates and field confidence.
  • Underwriting Operation Oversights:
    Oversees underwriting operations through direct management of operations leadership. Ensures efficient case flow, service level performance, and high-quality submission handling. Aligns operational processes with underwriting objectives to reduce friction and improve throughput.
  • Talent Development and Team Leadership:
    Builds and develops a high-performing underwriting team through coaching, performance management, and capability development. Establishes clear expectations, fosters accountability, and develops future leaders across both production underwriting and operations.
  • Cross Functional

    Collaboration:

    Partners with actuarial, product, and operations teams to ensure alignment on pricing, risk management, and business strategy. Supports governance processes, contributes to performance reviews, and ensures underwriting practices are consistent with enterprise objectives.
Minimum Requirements
  • Bachelor’s degree in business, finance, actuarial science, or a related field.
  • 8+ years of underwriting experience in health insurance, with a strong focus on small group and/or level-funded products.
  • 2+ years of leadership experience, including direct management of underwriting teams and/or team leaders.
  • Demonstrated expertise in underwriting risk assessment, pricing…
Position Requirements
10+ Years work experience
To View & Apply for jobs on this site that accept applications from your location or country, tap the button below to make a Search.
(If this job is in fact in your jurisdiction, then you may be using a Proxy or VPN to access this site, and to progress further, you should change your connectivity to another mobile device or PC).
 
 
 
Search for further Jobs Here:
(Try combinations for better Results! Or enter less keywords for broader Results)
Location
Increase/decrease your Search Radius (miles)
0
200
Filters
Education Level
Experience Level (years)
Posted in last:
Salary