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Complex Claims Director, Specialty & Financial Lines

@ Definity

Montréal, Quebec

Full-time3+ years experience
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Overview

Definity, the parent of Economical Insurance and Sonnet Insurance, is hiring a Complex Claims Director, a lawyer who manages moderate-severity and complex Financial Lines claims (cyber, D&O, employment practices, fidelity and crime, professional liability). The role covers coverage analysis, negotiation, litigation oversight and legal advice to underwriters. Requires a JD, bilingual English and French, at least 3 years of legal or claims experience, a hybrid schedule, and a $130,000 to $180,000 salary range.

Responsibilities:

  • Conduct coverage analysis, investigation and resolution of moderate to high-severity claims
  • Prepare management reports on loss development and financial exposure
  • Retain and manage outside counsel and approve litigation budgets
  • Answer legal questions from underwriters
  • Draft coverage letters, releases and settlement agreements

Requirements summary:

  • Bachelor's degree and Juris Doctor (JD) required
  • Duly qualified practitioner of law in the province of employment
  • Bilingual in French and English
  • Minimum 3 years as a lawyer or in claims handling; 4+ preferred
  • Strong negotiation and drafting skills

Tools & skills

Benefits mentioned

Retirement planPaid time offTuition supportStock options
Source and dates

Employer career site / ATS feed · oraclecloud

Employer posting date
2026-10-05
First seen by our source
2026-10-08
Source record updated
2026-10-09

These dates describe the source record, not a live verification that the employer is still hiring. Check the original posting.

Job details

SenioritySenior
DepartmentLegal & compliance
Experience3+ years
Hours per week40 (estimated)
Work settingOffice
PositionMostly sitting
Physical demandsphysical low · computer high
LanguagesEnglish, French
Background checkscriminal record
EducationBachelor’s degree (required), Professional degree (MD, JD…) (required)
Fields of studyLaw
Perks mentionedGenerous paid time off, Retirement plan, Tuition support, Performance bonus, Stock or equity, Employee discount, Wellness

Summary and details written by AI from the posting; the employer’s posting is the authority.

Definity

FieldValue
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Job description

The Opportunity

The Complex Claim Director is a lawyer responsible for managing claims under various policies, including cyber liability, directors’ and officers’ liability, employment practices liability, fidelity and crime, and other miscellaneous professional liability policies.

The Complex Claim Director is responsible for conducting thorough coverage analyses, investigations, evaluations, and dispositions of claims to achieve superior customer service and results. This role effectively manages assigned Financial Lines claims of moderate severity or complexity while interacting and collaborating with claim and underwriting colleagues.

What to Expect

  • Conduct thorough coverage analysis, investigation, negotiation, and resolution for moderate to high-severity claims with moderate supervision.
  • Prepare reports for management that accurately reflect loss development, potential financial exposure, coverage issues, and claim strategies.
  • Identify and coordinate all recovery opportunities and efforts.
  • Retain, monitor, manage, and approve payments to outside counsel for routine litigation matters, actively using litigation management plans and budgets.
  • Answer legal questions from underwriters that impact underwriting decisions, combining legal research with knowledge gained from claim-handling experience.
  • Review and draft moderately complex documents, including coverage and reservation of rights letters, releases, and settlement agreements.
  • Negotiate settlements and resolutions, both directly and through counsel, using legal arguments relevant to liability, damages, and coverage.
  • Draft reference materials to help claim and underwriting colleagues understand laws impacting underwriting and claim decisions.

What you Bring

  • Bachelor’s degree and a Juris Doctor (LLB/JD) are required.
  • Must be a duly qualified practitioner of law in the province of employment.
  • Bilingualism (French and English) is required. Candidates must demonstrate excellent written and verbal communication skills in both languages.
  • A minimum of 3 years of experience as a lawyer (in-house or private practice) or in claims handling is required; 4+ years of experience is preferred.
  • Prior Financial Lines insurance experience in privacy/cyber, directors' and officers' liability, and errors and omissions liability is ideal.
  • Strong negotiation skills and strategies for both litigation and non-litigation contexts.
  • Proficiency in drafting transactional documents and communicating legal advice effectively to various stakeholders.
  • Demonstrated ability to work through conflict and resolve issues with a professional demeanor.
  • Proficiency in MS Office and strong overall technical aptitude.

Salary Range: $130,000 - $180,000

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

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.

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.

Interested in this role, but don’t meet every requirement? We encourage you to apply! We know from experience that a candidate doesn’t need 100% of the qualifications listed to bring incredible value to our team. 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 [email protected].

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).

#LI-Hybrid

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