Senior Complex Claims Director, Third Party Lines Toronto, ON | North America
Salary Range: $165,000 to $185,000 Annually
Who We Are: A strategic and trusted insurance partner, Berkshire Hathaway Specialty Insurance (BHSI), provides a broad range of commercial property, casualty and specialty insurance coverages and outstanding service to customers and brokers around the world. Part of Berkshire Hathaway’s insurance operations, we bring our solutions to market with our stellar brand name, top-rated balance sheet, and the expertise of our global team of professionals, who exude excellent capabilities and strong character.
We are a values-based organization where respect, integrity, excellence, collaboration, and passion define who we are and how we do business. We value diversity of backgrounds, experience, and perspectives and strive to foster an inclusive environment that enables all our team members to bring their best selves to work. We are one team committed to building a culture where every teammate has the opportunity to contribute and be recognized. Want to be part of the team building the finest property, casualty and specialty lines insurance company in the world?
Berkshire Hathaway Specialty Insurance (BHSI) is seeking a highly skilled Senior Complex Claims Director to join our growing Third-Party Claims team in Toronto. In this role, you will leverage your expertise in claims analysis, coverage interpretation, negotiation, and stakeholder management to independently manage a diverse portfolio of complex Financial Lines claims, including Directors & Officers (D&O;), Errors & Omissions (E&O;), Professional Liability, and Life Agent/Broker Dealer matters. Experience with Fiduciary and/or Fidelity/Crime claims is highly valued.
You will play a critical role in driving timely, fair, and strategic claim resolutions while partnering with insureds, brokers, counsel, underwriters, and senior leadership. This position offers the chance to influence outcomes on high-impact claims while contributing to BHSI's reputation for technical excellence and exceptional customer service.
Duties & Responsibilities: As a Senior Complex Claims Director, you will apply your claims expertise, analytical judgment, and relationship-building skills to:
Independently manage complex Financial Lines claims from first notice of loss through final resolution.
Evaluate coverage,



liability, damages, and litigation exposures to determine appropriate claim strategies and outcomes.
Develop and execute proactive claim resolution plans that balance customer needs, policy obligations, and business objectives.
Analyze policy language and apply contract interpretation skills to coverage determinations.
Draft clear, concise, and well-supported coverage position letters and other claim-related communications.
Partner with defense counsel to develop litigation strategy, assess risk, and pursue favorable claim outcomes.
Engage effectively in mediations, settlement negotiations, and dispute resolution discussions.
Establish, monitor, and adjust reserves based on evolving claim facts and exposure analyses.
Build trusted relationships with insureds, brokers, customers, and external stakeholders through responsive and professional claim handling.
Prepare reports, recommendations, and presentations for management regarding claim developments and exposure trends.
Represent BHSI at mediations, client meetings, conferences, and industry events as needed.
We are looking for candidates who can demonstrate the following capabilities:
Claims Management & Technical Expertise
Proven ability to independently handle complex Financial Lines claims through all stages of the claim lifecycle.
Strong understanding of coverage analysis, liability assessment, damages evaluation, and litigation management.
Experience interpreting policy language and applying coverage provisions to real-world claim scenarios.
Analytical Problem Solving
Ability to analyze complex facts, identify key issues, evaluate risk, and make sound claim decisions.
Demonstrated ability to assess financial exposure and develop practical resolution strategies.
Communication & Negotiation
Strong written communication skills with experience drafting coverage letters, reports, and claim recommendations.
Effective negotiation and conflict-resolution skills in high-stakes situations.




Qualifications, Skills and Experience: 15+ years of industry experience, including at least 5 years in insurance claims, coverage litigation, defense litigation, or a related field.
University degree required; Juris Doctor (JD) preferred.
Demonstrated experience handling one or more of the following: Directors & Officers (D&O;) claims
Errors & Omissions (E&O;) claims
Professional Liability claims
Life Agent/Broker Dealer claims
Fiduciary claims
Fidelity/Crime claims

Experience participating in mediations, settlement negotiations, or litigation management.
Strong organizational and time-management skills with the ability to manage multiple complex matters simultaneously.
BHSI Offers: A competitive package and exciting growth opportunities for career-oriented teammates.
A dynamic, action oriented, and thoughtful environment centered on always doing the right thing for our customers, teammates, and our other stakeholders.
A purposely non-bureaucratic organization that embraces simplicity over complexity and emphasizes individual excellence in a team framework.
Benefits that support your life and well-being, which include: Comprehensive Health, Dental and Vision benefits
Disability Insurance (both short-term and long-term)
Life Insurance
Accidental Death & Dismemberment Insurance
Critical Illness Insurance
Employee Assistance Program
Defined Contribution Pension Plan with Company Match
Generous holiday and Paid Time Off
Tuition Reimbursement
Paid Parental Leave

NOTE: Compensation will be commensurate with experience. This job description is not intended to be all-inclusive. Team Member may perform other related duties as negotiated to meet the ongoing needs of the organization
But BHSI complies with Ontario’s Accessibility for Ontarians with Disabilities Act (AODA) and has a process in place that provides accommodations for job applicants and teammates with disabilities (upon request).
The base salary range for this position in Toronto is $165,000 to $185,000, along with annual bonus eligibility. Total compensation for a candidate is determined by their relevant skills, location, and experience. We value our teammates – both their capabilities and character – as demonstrated by this amazing culture.

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📌 Senior Complex Claims Director, Third Party Lines (Ontario)
🏢 Berkshire Hathaway Spec Ins
📍 Ontario