Advisor, Underwriting and Billing

Definity; Montreal (administrative region); Hybrid; CAD 51,000 - 94,000; Full time

Benefits offered by this job

Hybrid work

Company share ownership

Incentive plans

RRSP matching

Volunteer days

Tuition assistance

Diversity & inclusion support

Wellness programs

Product discounts

Job summary

Definity is seeking an experienced underwriting and billing specialist for Personal Insurance. You will analyze complex inquiries, guide brokers on products and pricing, mentor internal teams, and assess risk with authority-based escalation. Strong communication and product knowledge are essential.

The role involves handling complex transactions, collaborating with the CSM team, and ensuring quality decision-making in a hybrid work environment.

Qualifications

• Minimum 2 years of experience in personal insurance or underwriting.
• University or college diploma or equivalent work experience.
• Bilingual French and English is required.

Responsibilities

• Analyze and process complex underwriting, billing, product, and pricing inquiries via phone and email.
• Provide guidance on products and guidelines to brokers and explain premium dislocation and risk appetite changes.
• Serve as internal expert and mentor to representatives, guiding decision-making.
• Assess intermediate/advanced risks and review underwriting/billing exception requests per guidelines.
• Communicate adjustments and pricing decisions to broker firms with clear rationale.
• Handle complex transactions not available in broker portal (new business, changes, reinstatements, alerts).
• Prepare analyses with recommendations before escalation, and collaborate with CSM on incident tickets.

Skills

Customer service

Problem solving

Communication & influence

Mentoring

Education

University or college diploma

CIP designation (asset)

Tools

Guidewire system

Job description

The Opportunity

Join our team and let your expertise shine with our brokers and customers!

Job Description

Reporting to the Team Leader, Underwriting and Billing, Personal Insurance, the incumbent will play a key role in utilizing their expertise on complex files and ensuring quality decision‑making. If you are passionate about problem solving and service excellence, this opportunity is for you. This intermediate-level role requires strong underwriting and billing expertise to effectively support our operations. The role is ideal for someone looking to leverage their technical expertise to influence the quality of our broker partners while acting as a mentor to internal teams.

What To Expect

• Analysis and Support
  • Analyze and process complex inquiries and accommodation requests related to underwriting, billing, products, and pricing (via phone and email).
• Expertise and Advice
  • Act as a subject‑matter expert by providing support and guidance on our products and guidelines to brokers, while clearly explaining premium dislocation and the rationale for changes in our risk appetite.
• Technical Support and Mentoring
  • Acts as an internal point of contact for advice and technical support, specifically to representatives, to guide the decision‑making and to address inquiries transferred by other teams.
• Risk Management
  • Assess intermediate or advanced complex risks and review underwriting and billing exception requests in accordance with guidelines and your authority level.
• Broker Relationships
  • Communicate decisions regarding adjustments, exceptions, and pricing to brokerage firms, ensuring that you provide a thorough rationale to facilitate understanding of our decisions.
• Complex Transactions
  • Handle transactions not available in the broker self‑service portal, including but not limited to new business, policy changes, reinstatements, claims alerts, etc.
• Compliance and Standards
  • Prepare documented analyses, including clear recommendations and conditions, for cases exceeding your authority level before escalating them.
• Collaboration with Centre Systems Management (CSM)
  • Work with the CSM team to create and monitor incident tickets, as needed.

What You Bring

• Minimum of 2 years of experience in personal insurance (auto and property) or underwriting.
• University or college diploma or an equivalent work experience.
• Chartered Insurance Professional (CIP) designation (completed or in progress) is an asset.
• Bilingual (French and English), both spoken and written is a must

Technical Skills And Assets

• Strong understanding of the Guidewire system is an asset.
• Deep underwriting knowledge in personal auto and property underwriting and billing.

Professional Skills

• Customer service focused with a positive and helpful attitude.
• Communication and influence: Excellent interpersonal skills and proven ability to coach, advise and simplify technical information.
• Problem-solving: Strong analytical, decision‑making, and complex problem‑solving skills.
• Ability to prioritize and manage multiple tasks simultaneously and to be highly organized in a fast‑paced environment.

Salary Range: $51,300—$94,400

High degree of proficiency with English required to service customers, both internal to the company and external, across Canada.

About Us

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.

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 [e-mail].

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).

About The Team

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.