Reinsurance Underwriting Analyst

Toronto, Ontario

BRIEF DESCRIPTION:

We’re looking for a detail-oriented and motivated individual to join us in an entry-level role supporting our underwriting function. This is an exciting opportunity to build foundational skills in the reinsurance industry, gain exposure to underwriting decisions, and grow your career in an environment where your contributions are highly visible and directly contribute to the company’s success.

As an Underwriting Analyst, you'll play a key role in supporting our reinsurance underwriting team. Your responsibilities will extend across data management, policy processing, presentation building, and administrative support. This is a great opportunity for someone with a business or quantitative background and strong analytical skills to learn about underwriting in a collaborative environment.

RESPONSIBILITIES INCLUDE:

  • Assist with policy issuance and booking to ensure accurate and timely processing.

  • Perform data entry and conduct basic analysis using Excel to support underwriting and business decisions.

  • Create PowerPoint presentations to communicate underwriting results and portfolio trends.

  • Prepare reports using internal database systems for internal and external use.

  • Monitor premium payments and follow up on outstanding payments to ensure timely collection.

  • Redact and prepare documents for client distribution.

  • Maintain file directories, ensuring all documentation is up-to-date and properly categorized.

  • Learn the fundamentals of reinsurance underwriting through hands-on mentorship from senior team members to advance in the field.

THE SUCCESSFUL CANDIDATE HAS:

  • A Bachelor’s degree in Business, Finance, Economics, Math, Statistics, Engineering, or related field

  • Strong analytical and problem-solving skills

  • High attention to detail and strong organizational abilities

  • Ability to work independently and manage multiple tasks

  • Proficiency with Microsoft Word, Excel, PowerPoint and Adobe Acrobat Professional, and aptitude for learning new software and systems

  • Excellent written and verbal communication skills

  • A proactive mindset and a willingness to learn and grow within the team

Bonus Points For:

  • Prior internship or coursework related to insurance, finance, or data analysis

  • Experience preparing reports and presentations for internal or external audiences

Why Join us:

  • Direct exposure to underwriting processes and client deliverables

  • Team environment with mentorship and growth opportunities

  • Hybrid work options available

LOCATION:

  • Downtown Toronto, hybrid office/remote

  • Sutton currently operates under a hybrid work structure. Employees are expected to work in our Toronto office three days per week.

About Sutton:

Sutton Reinsurance, a division of Sutton Special Risk, is a global accident and health reinsurance managing general underwriter (MGU) with a long-standing reputation for expertise, flexibility, and client-focused solutions. We’re a tight-knit team that values analytical thinking, initiative, and collaboration.

We are recognized as one of the insurance industry’s Top Employers in Canada by Benefits and Pensions Monitor and Insurance Business Canada, and we’ve been named one of Canada’s Top Small and Medium Employers in 2024 & 2025. We scored an above-industry average rating for excelling at recognizing employees and their accomplishments.

We appreciate the time that all applicants have taken to apply for this position, however, only the candidates that are chosen for an interview will be notified by phone or email. No phone calls, please.

Thank you for your interest in Sutton.