Underwriting Trainee, Property

Sompo has a unique opportunity for a 2026 Sompo Underwriting Trainee in our Toronto office.

Our Trainee Program is an 18-month program beginning in July 2026 designed to equip you with the essential business and technical skills needed to build a successful career in insurance.

As an Underwriting Trainee you will work alongside the most experienced underwriters in the industry to gain in-depth knowledge of our business units and underwriting philosophy through on-the-job learning, workplace mentoring.

Our Trainees work directly on their products' accounts, building relationships and identifying customers' needs. This rigorous curriculum also includes training in negotiation, risk analysis and relationship management.

Sompo's Trainee Program serves as a launchpad for career advancement, empowering you to acquire the knowledge and skills essential for success in your respective field.

What can I expect as a Underwriting Trainee?

On-The-Job Learning

Insurance requires a high degree of experience and expertise – something you can't learn in the classroom. Sompo Trainees are immersed in the day-to-day activities of their team, assisting Underwriters in exposure analysis and operational analysis of insureds, compiling a competitor analysis from a publicly available database, working with Underwriting Assistants in developing renewal lists, contacting brokers for submissions, and accompany underwriters during internal meetings and occasional external marketing calls.

Activities, Learning and Development

Directed Self-Study

Professional designation courses give new Trainees professionals technical knowledge of insurance operations and industry practices. Sompo supports our employees pursuing continuing educations opportunities by covering the cost for fees and textbooks, offering time off work to take exams and providing additional compensation for successful completion of many courses.

Career Development Support

At Sompo, we are committed to developing our people. We encourage employees to strengthen their skills and expand their understanding of the business. Our Underwriting Trainees receive professional development training on a variety of topics aligned with their respective business unit.

What will I need to be an Underwriting Trainee?

Qualifications, Skills And Experience
Sompo employees are some of the best and brightest in the industry. When recruiting the next generation of Sompo employees, we consider graduating Seniors, and recent college graduates with previous internship experience working in insurance, financial services, marketing or sales.

Additional Requirements Include

• Bachelor's degree
• Graduation date between May 2025 and June 2026
• Genuine interest in developing a career in the insurance industry
• Ability to articulate ideas clearly through written and verbal communication
• Solution-oriented mindset and data analytical skills
• Ability to work independently and collaborate with others
• Adaptability to new challenges and ability to thrive in a fast-paced environment
• Demonstrates integrity and reliability in fulfilling roles and responsibilities
• Detail-oriented, organized, and tech-savvy (Microsoft Excel, Word, PowerPoint)
• Local to the desired office location or able to arrange housing and transportation in the area to support an in-office working arrangement while in the Trainee Program
• Eligible candidates must be at least 18 years old and authorized to work in Canada

This job description outlines the general nature and level of work performed by individuals assigned to this position. It does not restrict the management's right to assign or reassign duties and responsibilities to this job at any time.

Sompo offers a competitive salary, comprehensive benefits package, and opportunities for professional growth and development.

Sompo is an equal opportunity employer committed to a diverse workforce. M/F/D/V

Visit our website