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 New 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:
What can you expect in this role?
Underwriting Processing & Operational Foundations
Develop a strong understanding of commercial underwriting processes, workflows, systems, and guidelines.
Build expertise in underwriting principles, risk selection, coverage structures, and portfolio management.
Broker Relationship Management & Business Development
Specialty Underwriting & Advanced Risk Assessment
Develop an understanding of specialty coverages, rating methodologies, reinsurance concepts, and risk hazards.
Projects, Strategy & Continuous Improvement
Collaborate with cross-functional teams including Claims, Risk Services, Operations, Product, and Distribution.
What do you bring to the role?
A degree or diploma in Business, Economics, Finance, Commerce, Mathematics, Risk Management, or another relevant discipline with strong academic performance.
Submit your
cover letter, resume, and academic transcripts
(official or unofficial)
as a single PDF document
under the
resume section
online by
September 25, 2026
.
As part of our first-round selection process, you will be asked to complete a one-way video assessment through Harver, our digital screening platform.
Candidates invited to the final round will participate in an in-person interview at our Toronto or Waterloo office location.
If you have any questions about Definity's Graduate Rotational Programs, contact our Campus Recruitment team at
[email protected]
.
Salary Range:
$51,300 - $94,400
Actual salary for the role may vary depending on work location of the successful candidate and other factors including but not limited to, skills, education, experience, working conditions and the local labour market.
This position is being posted to fill an existing vacancy.
Interested in this role, but don’t meet every requirement? We encourage you to apply! We know from experience that a candidate doesn’t need 100% of the qualifications listed to bring incredible value to our team. We’re actively seeking diverse backgrounds and perspectives to help us make insurance better. At Definity, inclusion, diversity, and equity aren’t just “nice to have” — they’re essential to our success.
What’s in it for you?
- Hybrid work schedule for most roles
- Company share ownership program
- Incentive Program - Eligible employees may participate in various incentive plans which are paid out at the discretion of the company and subject to individual and company performance.
- Pension and savings programs, with company-matched RRSP contributions
- Paid volunteer days and company matching on charitable donations
- Educational resources, tuition assistance, and paid time off to study for exams
- Focus on inclusion with employee groups, support for gender affirmation surgery, access to BIPOC counsellors, access to programs for working parents
- Wellness and recognition programs
- Discounts on products and services
Go ahead and expect a lot — you deserve it.
It’s better here — but don’t take our word for it. Definity was named by Great Place to Work ® as one of the Best Workplaces™ in Canada for women, for youth, and for inclusion.
Our inclusive work environment welcomes diversity and supports accessibility. If you require accommodation at any time during the recruitment process, please let us know by contacting [email protected].
As part of Definity’s commitment to reconciliation, we acknowledge that our work, meetings, and travel take place on the lands now known as Canada, and recognize the enduring presence, wisdom, and stewardship of the First Nations, Métis, and Inuit peoples who have long cared for these lands.
Background checks
This role requires successful clearance of background checks (including criminal checks and leadership references).
#LI-Hybrid
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