Regional Underwriting Specialist

Working hours: 37.5 hours per week, Monday to Friday

Duration: Permanent

Location: Toronto, Ontario

Job Ref: 205069

About the role

Ecclesiastical Insurance Canada, who are proudly part of Benefact Group, are looking for a Regional Underwriting Specialist to join our Toronto office.

We are seeking an individual who is ready to embrace and manage complex risks associated with property and casualty products. In this role, you'll work closely with a diverse array of stakeholders, handling underwriting submissions, managing a portfolio of accounts, and forging strong relationships with customers and brokers. It's a role that will challenge and reward you in equal measure, offering an opportunity to flex your underwriting expertise in a forward-thinking organization.

We are actively recruiting for this new opportunity. We don’t use AI tools in our screening or hiring process. Every application is reviewed by real people who want to learn what makes you shine. Ready to make an impact and love what you do? Let’s make it happen together!

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 eighth consecutive year, we are recognized as one of Greater Toronto’s Top Employer’s for 2026 - we offer fantastic career and development opportunities, with all of our profits going to charity and good causes.

What you'll be doing

• Analyze risks, assess underwriting submissions, and make sound decisions.

• Develop, negotiate, and manage a portfolio of accounts in alignment with Ecclesiastical’s strategic goals.

• Build and maintain strong relationships with customers, brokers, and internal stakeholders, providing exceptional customer service.

• Plan, prioritize, and manage individual tasks to meet agreed objectives and SLAs.

• Operate within the Ecclesiastical framework and promptly escalate potential risks.

What you'll need to have

• Completion of a university degree or college diploma in insurance management or a closely related program.

• Completed the CIP, FCIP, or CRM designations

• A Minimum of 10-15 years of progressive experience in a Senior Commercial Underwriting role, specializing in property and casualty products.

• Proficient in underwriting tools, systems, and data analysis, with the ability to assess risks, determine coverage, and calculate premiums.

• Exceptional attention to detail, strong communication and interpersonal skills, and effective time management.

• Strong trading and negotiation skills, adaptability to changing market conditions and guidelines, and ability to manage multiple underwriting files simultaneously.

• Comprehensive knowledge of underwriting guidelines, policy wordings, pricing tools, and the regional insurance market.

• Ability to coach and mentor Underwriters and Underwriting Associates.

• High ethical standards, compliance with industry regulations, and discretion in handling sensitive information.

What makes you stand out

• Demonstrated success as a Senior Commercial Property Casualty Underwriter

• Strong ability to build and maintain Broker and Client relationships

• Proven leadership abilities, including mentorship and team support

• Advanced technical knowledge and strong analytical capabilities

• Consistent commitment to ethics, compliance, and industry best practices

What we offer

At Ecclesiastical Insurance, we believe work should feel rewarding — and we mean that in every way! Our Total Rewards package goes way beyond competitive pay, bringing you excellent benefits, wellness & well-being support, and perks that make a real difference.

We’re committed to transparency and fairness for this role; the base salary range is between $120,000 and $160,000 That’s just the base —the full package includes so much more! Actual pay depends on your experience, skills, and fit for the role. If this range isn’t quite what you had in mind, we’d still love to hear from you!

Compensation & Financial Perks

• Competitive annual bonus - where individual performance is recognized.

• Defined Contribution Pension Plan (DCPP) - Up to 8% and no employee matching required.

• Voluntary RRSP & TFSA programs – Grow your savings your way.

Work-Life Balance

• Hybrid work model – Supporting a healthy blend of work and home life.

• Time off - paid vacation, plus paid wellness, personal, and volunteer days.

• Summer hours – More sunshine, less screen time!

Home & Roam Perks

• Monthly allowance – For commuting costs and home office supplies.

Health & Wellness

• Employer-paid benefits – Vision, health, dental, life, and income protection.

• Spending accounts – Health Care & Healthy Living Accounts to keep you thriving.

• Wellness perks – Fresh fruit, snacks, and summer ice cream days!

Learning & Development

• Professional development – Tuition support & awards for CIP, FCIP, CRM, and more.

• Personal development – Take that pottery class or learn guitar – we’ve got you!

Culture & Engagement

• Fun at work – Lunch & Learns, after-work socials, and Lunch with Leaders events.

Giving Back

• Giving back is in our DNA – Team volunteer events, employee-nominated charitable donations, community grants, and more.

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.