Underwriting Director

 Underwriting Director 

K&K Insurance Canada Is Looking For An Underwriting Director

Are you ready to lead a high-performing underwriting team? Do you thrive in a dynamic environment where your decisions shape business success? Join us and make an impact as you guide, motivate, and develop a talented team—while advancing your own career!

Applicants must be legally authorized to work in Canada. This role is not eligible for sponsorship, and we are unable to sponsor or take over sponsorship of an employment visa or work permit.

What the day will look like

As the Underwriting Team Lead, you’ll cultivate an inspiring team environment built on open communication and collaboration. You’ll oversee daily underwriting operations, coach and motivate team members, and ensure our standards for excellence are met. Your expertise will directly influence our portfolio as you assess risks, negotiate terms, and drive new business—all while maintaining rigorous underwriting integrity.

Key responsibilities include:

• Creating an inspiring team environment with open communication culture
• Overseeing day-to-day underwriting operations
• Monitoring team performance and reporting on key metrics
• Motivating team members and identifying training needs; providing coaching and development
• Underwriting new business, renewals, and endorsements within authority limits, and referring complex files as needed
• Enhancing and maintaining underwriting methods and techniques
• Making independent decisions on risk selection and acceptance
• Negotiating and binding terms, conditions, and premiums for assigned accounts
• Generating new business opportunities and retaining existing accounts in line with company strategy
• Maintaining bordereaux and logs as required by binding authorities
• Providing forecasting for new and renewal business under designated binding authorities
• Participating in self-development activities to expand underwriting and business knowledge
• Assisting in training and development of staff in underwriting functions
• Reviewing and assessing claims
• Performing other related duties as assigned

How this opportunity is different

This role provides the opportunity for hands-on commercial underwriting in the exciting niche of sports, leisure and entertainment.   Our experienced and dedicated team of 12 are in constant communication even when working remotely, and support one other in achieving our shared goals.  K&K insures the world’s fun, and it is a dynamic and ever-changing field of insurance specialization.  This role rewards creative problem solving and thinking outside of the box to provide the best solutions for Insureds with complex risks, while staying within our authority at all times.  We have strong relationships with major global carriers such as Aviva, Liberty and Lloyds.  With the resources of a large corporation such as Aon, yet the flexibility of a small group, employees have the chance to learn different skill sets in quoting, binding and issuing a variety of insurance products that support the entertainment industry, with brokers across the country.  They will report directly to the Underwriting Director and have a chance to expand their knowledge and expertise both internally and through onsite inspections of risks, industry events, and educational courses.  

Required Experience

• College diploma or university degree
• CIP designation preferred
• Minimum 7 years’ experience in Commercial Property/Casualty underwriting
• At least 3 years in a team lead, supervisor, or management role preferred
• Experience with an MGA or managing a small agency is an asset
• Sound knowledge of policy wordings
• Strong analytical, mathematical, decision-making, and negotiating skills
• Independent thinker and self-starter
• Excellent communication and leadership skills
• Strong organizational and time-management skills
• Proficient in MS Word, Excel, and Outlook
• Committed team player
• English/French bilingualism is an asset

How we support our colleagues

In addition to our comprehensive benefits package, we encourage an inclusive workforce. Plus, our agile environment allows you to manage your wellbeing and work/life balance, ensuring you can be your best self at Aon. Furthermore, all colleagues enjoy two “Global Wellbeing Days” each year, encouraging you to take time to focus on yourself. We offer a variety of working style solutions for our colleagues as well.

Our continuous learning culture inspires and equips you to learn, share and grow, helping you achieve your fullest potential. As a result, at Aon, you are more connected, more relevant, and more valued.

Aon values an innovative and inclusive workplace where all colleagues feel empowered to be their authentic selves. Aon is proud to be an equal opportunity workplace.

We are committed to providing equal employment opportunities and fostering an inclusive workplace. If you require accommodations during the application or interview process, please let us know. You can request accommodations by emailing us at ReasonableAccommodations@Aon.com or your recruiter. We will work with you to meet your needs and ensure a fair and equitable experience.

Aon is not accepting unsolicited resumes from search firms for this position. If you are a search firm, you will not be compensated in any way for your submission of a candidate, even if Aon hires that candidate.

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