Senior Underwriting Specialist, Strategic Accounts
We are looking for a [job title] to join our [location] office. Competitive salary, excellent benefits and hybrid working. [Delete as appropriate]


Working hours: 37.5 hours per week, Monday to Friday
Duration: Full Time Permanent
Location: Toronto, Ontario
Job Ref:
About the role
Ecclesiastical Insurance Canada, which is proudly part of Benefact Group, is looking for a Senior Underwriting Specialist, Strategic Accounts to join our team in our downtown Toronto office.
We are seeking a highly skilled and experienced Senior Underwriting Specialist to support our Strategic Accounts portfolio. In this role, you will lead complex risk assessments, develop customized underwriting strategies, and serve as a trusted advisor to key clients and internal stakeholders. Your deep industry knowledge and analytical acumen will help shape underwriting decisions that align with our business goals and client needs.
Why join us?
Be part of a collaborative, inclusive, ambitious culture committed to making a difference and working towards a more sustainable future. For the seventh consecutive year, we are recognised as one of Greater Toronto’s Top Employer’s for 2025 - we offer fantastic career and development opportunities, with all of our profits going to charity and good causes.
What you'll be doing
- Evaluate and underwrite large, complex, or unique risks within strategic accounts.
- Collaborate with account managers, actuaries, and legal teams to structure innovative solutions.
- Develop and maintain strong relationships with brokers, clients, and internal partners.
- Monitor portfolio performance and recommend adjustments to underwriting guidelines.
- Lead or contribute to strategic initiatives, including product development and process improvement.
- Mentor junior underwriters and contribute to knowledge-sharing across the team.
What you'll need to have
- A University degree, advanced insurance-related certifications like CIP or equivalent.
- Minimum 10 years of underwriting experience, with a focus on large or strategic accounts.
- Strong analytical, negotiation, and decision-making skills.
- Excellent communication and relationship management abilities.
- Proficiency in underwriting tools, risk modeling, and data analysis platforms.
- High ethical standards, adherence to industry regulations and guidelines, and the ability to handle sensitive information discreetly.
- Strong negotiation skills, adaptability to changing market conditions and underwriting guidelines, and ability to handle multiple underwriting files simultaneously.
What makes you stand out
- Extensive expertise in Commercial Property and Casualty Underwriting, with a deep understanding of risk assessment and policy development.
- Strong communicator, adept at building effective relationships with brokers, senior leadership, and internal teams.
- Skilled mentor and trainer, providing guidance and support to junior underwriters and serving as a trusted resource across the team.
- Technologically proficient, with the ability to navigate complex systems and manage challenging conversations with confidence and tact.
What we offer
- A market competitive salary - let's discuss it
- Flexible, hybrid working program
- Annual home and roam allowance to support commuting costs and home office supplies
- Defined contribution pension plan - up to 8% with no employee matching required and voluntary RRSP and TFSA programs
- Generous annual bonus program for all permanent full-time staff
- Minimum of 3 weeks vacation plus paid wellness, personal, volunteer and sick days
- Comprehensive employee group benefits, including health and dental coverage, income protection plans, life insurance, ADD insurance and an annual Health Care Spending Account
- Up to $200 for an annual personal grant to a charity of your choice
- Family and Employee Assistance Program, a discount and perks program as well as an annual fitness reimbursement
- Family friendly benefits including maternity/parental top-up payments
- Support towards professional designations
- Personal development subsidy covering courses of personal interests or hobbies
- Wellness perks such as daily fresh fruit, snacks and ice-cream days in the summer
- Engagement activities including regular lunch and learns, after-work get togethers and Lunch with Leaders program to name a few
About us
Ecclesiastical Insurance is a unique specialist insurance company that is deeply committed to protecting the needs of organizations that enrich the lives of others and to supporting initiatives that help improve the lives of those in need.
We insure some of Canada’s most historic and culturally significant places, as well as the arts, retirement living, education, charities, and faith organizations.
Benefact Group is a unique international financial services Group made up of over 30 businesses. We are owned by a charity and have been the 3rd largest UK corporate donor over a decade*, having given away £250 million since 2014. We have ambitious plans to become the UK’s number one corporate donor, with strategic objectives in place to double the Group’s size.
We believe it’s essential to attract, empower, grow and reward talented people, offering fantastic opportunities for career and personal development. Our giving ethos, 135-year history and the diversity of what we do, has enabled us to build a culture of kindness, great ambition, and of passionate people driven to do better and be better.
At Benefact Group, we are committed to creating an inclusive culture and building an environment where each and every one of us feels valued and respected. We are a community made up of people with a range of different backgrounds, abilities, perspectives, beliefs and interests and we value the strength this brings to us as a Group. We welcome applications from everyone.
If you need any additional support during the recruitment process, then please let us know.
- Company
- Ecclesiastical Insurance Canada
- Role
- Underwriting
- Locations
- Toronto
- Remote status
- Hybrid
- Employment type
- Permanent - Full Time
Already working at Benefact Group?
Let’s recruit together and find your next colleague.