Underwriter II

Trustmark; Chicago (IL); On-site; USD 63,000 - 91,000; Full time

Benefits offered by this job

Health/dental/vision

Life insurance

401(k) plan

Employee Assistance Program

Back‑up Care for Children, Adults andE

Wellness initiatives

Job summary

Trustmark in Chicago seeks an Underwriting Analyst to support the underwriting of level funded medical products by reviewing applications, claims experience, and related data to evaluate risk and determine appropriate premium rates for new and existing clients.

Collaborate with underwriting, sales, and operations to ensure data quality and alignment on case strategy, while maintaining clear documentation and defensible risk assessments. Proficiency in Excel and underwriting systems is required.

Qualifications

• Bachelor’s degree and/or 2–4 years of related experience.
• Working knowledge of medical underwriting principles.
• Ability to apply guidelines to underwriting decisions.
• Strong analytical and problem‑solving skills.
• Effective time management and organization in a fast‑paced environment.
• Clear written and verbal communication, ability to explain decisions.
• Proficiency in Excel and underwriting systems/tools.

Responsibilities

• Review applications, claims experience, and data to evaluate risk and set premium rates for new business and renewals.
• Collaborate with underwriting, sales, and operations to ensure data quality and timely execution.
• Prepare and maintain complete documentation of underwriting analysis, assumptions, and decisions for audit and compliance.
• Maintain familiarity with underwriting tools and cost drivers to support accurate risk assessment.
• Develop underwriting proficiency through ongoing learning and feedback.

Skills

Analytical thinking

Time management

Written & verbal communication

Excel proficiency

Underwriting knowledge

Problem-solving

Education

Bachelor’s Degree + 2–4 years related experience

High School Diploma/GED + 4–6 years related experience

Tools

Excel

Underwriting systems/tools

Job description

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

Responsible for supporting the underwriting of level funded medical products by reviewing medical applications and questionnaires, claims experience, and related data to evaluate risk and determine appropriate premium rates for new and existing clients. Applies established risk criteria and underwriting guidelines to produce sound, well-documented underwriting decisions. Collaborates closely with underwriting, sales, and operations partners to ensure alignment on case strategy, data quality, and process execution. Communicates and defends underwriting decisions and risk assessments with the sales field, providing clear rationale and supporting analysis to facilitate understanding and client discussions.

Key Accountabilities

• Underwriting Analysis & Pricing Execution - Review applications, claims experience, and supporting data to evaluate risk and determine appropriate premium rates for new business and renewals. Apply established underwriting guidelines and pricing methodologies to produce sound, consistent, and profitable decisions.
• Case Collaboration & Decision Support - Partner with underwriting, sales, and operations teams to ensure accurate data, alignment on case strategy, and timely execution. Communicate and support underwriting decisions with clear rationale to facilitate internal alignment and effective field engagement.
• Documentation & File Quality - Prepare and maintain complete, accurate documentation of underwriting analysis, assumptions, and decisions. Ensure files meet quality, audit, and compliance standards
• Tools, Data & Market Awareness - Maintain familiarity with underwriting tools, medical cost drivers, and internal resources to support accurate risk assessment and pricing.
• Development & Continuous Improvement - Build underwriting proficiency through ongoing learning, feedback, and application of best practices. Seek opportunities to improve understanding of products, processes, and risk evaluation.

Minimum Requirements

• Bachelor’s Degree and/or 2 – 4 years of related experience OR High School Diploma or GED with 4-6 years of related experience.
• Working knowledge of medical underwriting principles, or the ability to quickly develop proficiency through training and practical application
• Ability to apply established guidelines to make sound, consistent underwriting decisions
• Strong analytical and problem‑solving skills with attention to detail
• Effective time management and organizational skills, with the ability to manage multiple priorities in a fast‑paced environment
• Clear written and verbal communication skills, including the ability to explain underwriting decisions and rationale
• Proficiency in Microsoft Excel and other underwriting systems/tools

The compensation range for this role is (based on the corporate location in Lake Forest, Illinois):

$62,947.30 - $90,923.65 per year

The final salary offer will be determined based on factors such as location, qualifications, experience, skill set, and other relevant factors. This position may also be eligible for bonus. We understand that compensation is an important factor when considering a new opportunity, and we strive to provide a competitive salary within the market.

Brand: Trustmark

In addition to compensation, we offer a comprehensive benefits package that includes: Health/dental/vision, life insurance, FSA and HSA, 401(k) plan, Employee Assistant Program, Back‑up Care for Children, Adults and Elders and many health and wellness initiatives. We also offer a Wellness program that enables employees to participate in health initiatives to reduce their insurance premiums.

Trustmark is committed to leveraging the talent of a diverse workforce to create great opportunities for our people and our business. We are an equal opportunity employer, including disability and protected veteran status.