Posted: June 25, 2026
Senior Property Underwriter at Definity, Waterloo, ONT is listed at Definity in Waterloo, ON. The Beaver Board aggregates this opening from the employer's career page — apply using the button below to reach the official application. Browse more jobs at Definity.
This Senior Regional Underwriter position at Definity, located in Waterloo, ONT, Canada, offers a strategic opportunity to act as a key growth engine for the Commercial Underwriting Operations team. The role goes beyond traditional risk assessment, focusing on spearheading new business development and executing strategic underwriting initiatives. As a trusted technical expert, you will serve Definity's most valued broker partners, leveraging deep understanding of complex property and liability risks, particularly within the P&C mid-market space. Your passion for winning profitable business and driving market growth will be essential in this highly engaging role within the insurance market.
You will lead the assessment, negotiation, and acquisition of complex new business submissions, directly contributing to regional profitability and expansion goals within the mid-market segment. Active participation in business strategy planning and implementation is expected, where you will analyze mid-market trends to identify and capture emerging commercial opportunities. Representing Definity in the market, you will cultivate robust, long-term relationships with brokers, proactively leading production calls to secure key accounts. Your deep technical expertise will be crucial to underwrite and negotiate complex property and casualty accounts, with a dedicated focus on mid-market commercial business. This demands significant underwriting experience and a proactive approach to the insurance market.
To excel in this Senior Regional Underwriter role, candidates should possess a university degree in any discipline, a two-year diploma from a publicly recognized college, or a completed CIP designation. A minimum of five years of progressive experience in Commercial Lines underwriting is essential, demonstrating a proven track record of successfully underwriting complex accounts. Extensive experience handling P&C mid-market business is a critical requirement for this position, showcasing your ability to navigate the intricacies of this specific insurance market segment.
Strong analytical and strategic planning skills are vital, enabling you to quickly interpret market data, identify trends, and make confident, profitable business decisions. Exceptional communication skills are also paramount, with a proven ability to influence stakeholders and skillfully negotiate terms and conditions. Furthermore, excellent existing broker relationships within the region and a proven, proactive approach to creating and nurturing new distribution channels will be highly valued. This experience is key to driving new business and maintaining a strong presence in the commercial insurance market.
Definity, a leader in the Canadian property and casualty insurance market, offers a dynamic and inclusive work environment for its employees. This role at Definity provides an opportunity to be part of a company recognized by Great Place to Work® as one of the Best Workplaces™ in Canada for women, youth, and inclusion. Definity embraces a flexible, hybrid work experience, allowing employees to balance office and virtual work depending on their tasks and collaborations. The company fosters a collaborative, ambitious, rewarding, and empowering culture, essential for achieving its ambition to be one of Canada’s leading and most innovative property and casualty insurers.
Definity is committed to inclusion, diversity, and equity, viewing them as essential to success. They actively seek diverse backgrounds and perspectives to enhance their approach to insurance. The company provides various programs and resources, including employee groups, support for gender affirmation surgery, access to BIPOC counsellors, and programs for working parents. This commitment ensures a supportive environment where every team member can bring their true self to work and contribute to the overall business success in the competitive insurance market.
