Commercial Insurance Underwriting, New Graduate Rotational Program (September 2027 Start)

Waterloo, ONT, Canada and 1 more

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Definity is the parent company to some of Canada’s most long-standing and innovative insurance brands, including Economical Insurance, Sonnet Insurance, Family Insurance Solutions, and Petline Insurance. Our ambition is to be one of Canada’s leading and most innovative property and casualty insurers. We can’t do that without our people, so we embrace and encourage a culture that’s collaborative, ambitious, rewarding, and empowering.

We offer a flexible, hybrid work experience where employees work from the office and virtually depending on the type of work they are doing and who they are working with. Bring your true self and be a part of our journey. It’s better here.

We are seeking highly motivated and talented individuals to join our Commercial Insurance Underwriting Recent Graduate Rotational Program . This program is designed for students who are graduating soon or who have graduated within the last two years (Internal Definity employees must have graduated within the past five years and have been in their role for no longer than 15 months).

Commercial Insurance Underwriters play a critical role in evaluating risk, assessing business operations, determining appropriate coverage solutions, developing pricing strategies, and building strong broker partnerships that support profitable growth. Underwriters may specialize in a wide range of Commercial Insurance segments including property, liability, automobile, specialty, financial lines, energy, construction, transportation, and other industry sectors. This requires the ability to understand diverse business models and risk exposures.



Successful underwriters combine strong analytical and financial skills with sound business judgment, relationship-building capabilities, and a customer-focused mindset.

As a participant in the program, you will gain valuable experience and develop a strong foundation across multiple Commercial Insurance business units through a structured rotational experience tailored to your individual development journey and business needs.

The program includes a structured learning plan, extensive networking and social opportunities, formal and informal mentorship, and exposure to business leaders across Commercial Insurance. Through hands-on experience, coaching, and meaningful work assignments, you'll contribute to the success of the business while developing the knowledge, skills, and professional relationships needed for a rewarding underwriting career.

When your program is complete, you'll have developed broad business knowledge of the company’s operations and strategic execution. You will gain new skills and insights, underwriting expertise, strong industry relationships, excellent growth opportunities, and a deeper understanding of Commercial Insurance. Upon successful completion of the program,



participants are expected to transition into a permanent role within a Commercial Insurance business area supported during their rotations. Beyond developing technical underwriting capabilities, participants will gain exposure to business operations, strategic planning, transformation initiatives, and collaborative projects, helping you build a well-rounded understanding of the Commercial Insurance industry and the drivers of business success.

Rotational Program Length:

Two years, consisting of 2 to 5 rotational placements across Commercial Insurance business units. Rotations will be determined based on each participant's personalized development journey, career aspirations, performance, and business needs.

Potential Rotation Business Areas:

Auto and Property Processing

Small & Medium Enterprise (SME) Underwriting

Mid-Market Underwriting

Specialty Property & Energy

Commercial Insurance Projects and Strategic Initiatives

What can you expect in this role?

Underwriting Processing & Operational Foundations

Develop a strong understanding of commercial underwriting processes, workflows, systems, and guidelines.

Support a variety of underwriting and policy processing activities while maintaining quality and productivity standards.

Partner with Underwriters, Technical Processing teams, and operational stakeholders to ensure work is completed accurately and efficiently.

Build foundational knowledge of commercial insurance products, risk evaluation, and policy administration.

Commercial Underwriting

Assess risks and evaluate new business submissions, policy changes, and renewals.

Determine appropriate pricing, coverage, and terms while applying sound underwriting judgment and corporate guidelines.

Leverage tool

📌 Commercial Insurance Underwriting, New Graduate Rotational Program (London)
🏢 Economical
📍 London