Senior Underwriter, Structured Solutions - Remote

Senior Underwriter, Structured Solutions - Remote

Chicago, IL, USA

Posted Monday, June 22, 2026 at 5:00 AM

At
Trisura
, we expect more because we believe it can be done better.

Trisura brings innovative solutions and expertise through a select network of both national and regional brokerage firms in the commercial insurance space.

Trisura is a growth-oriented team with a commitment to attracting and retaining exceptional talent. Our growth has awarded us accolades, and our entrepreneurial style and niche market position ensure that our people see the results of their hard work reflected in the company’s success. As our organization continues to grow, we are investing in enterprise-wide process maturity, system governance, and delivery excellence to support scalable and compliant operations.

Senior Underwriter – Structured Solutions

Remote - USA

Reporting to the Executive Vice President, Structured Solutions, the successful candidate will be a passionate, results-driven underwriter with the experience and vision to grow our Structured Solutions portfolio. Working in close collaboration with our ceded reinsurance, legal, client relations, finance and claims teams, you will evaluate and execute program opportunities from end to end. You will play a key role in developing underwriting guidelines, procedures, and policy language, building rating plans, and providing strategic oversight of a growing book of business.

As an integral member of the team, you will bring:

• 10+ years of commercial underwriting experience with a focus on multi-line portfolio management.
• Strong communication, relationship management, organizational and analytical skills, with a demonstrated ability to manage a portfolio of business.
• Familiarity with rating and policy issuance platforms, with the ability to quickly learn and adapt to proprietary systems.
• Working knowledge of ISO, admitted and non-admitted product execution.
• Proven understanding of manuscript and admitted form language, including policy coverage analysis.
• Demonstrated ability to leverage analytical tools, data reports and underwriting technology.
• The ability to thrive in a dynamic, fast-paced environment, adapting quickly, collaborating broadly and delivering solutions under pressure.
• Flexibility, a willingness to learn on the job, and a positive, can-do attitude.
• A highly motivated, results-oriented mindset with a proven track record as a creative problem solver.
• Excellent verbal and written communication skills.
• Willingness to travel approximately 30% of the time.

Responsibilities include:

• Preparing underwriting review documents and summaries for presentation to senior management for each assigned program, including plans for new business, renewal rate management, and expected retentions, all designed to position the division to meet its profit objectives.
• Participating in underwriting reviews and conducting additional file reviews as needed.
• Leveraging data and analytics to actively manage all programs and drive profitability through consistent monitoring of renewals, rate targets, retentions, trends, and lost business, on a monthly basis.
• Developing a thorough understanding of each assigned program, including the relevant industries, their loss exposures, and any needed updated to program eligibility and coverage terms, in order to minimize unanticipated adverse exposures.
• Proactively identify training opportunities at the Program Administrator level to strengthen line-of-business knowledge, and guiding Program Administrators in risk selection, pricing, coverage terms and conditions in alignment with authorities granted by Trisura.
• Demonstrating a clear understanding of industry changes and their potential impact by line-of-business, and providing well-articulated recommendations during the account referral process.
• Ensuring Program Administrator meet Trisura’s underwriting expectations and remain aligned with business plans through active management of underwriting guidelines, file reviews, and client relations meetings.
• Collaborating with Actuarial, Finance, Claims, Operations, Compliance, Systems, and Legal teams as required.
• Developing and maintaining strong…