Senior Complex Claims Director, Third Party Lines 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 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 opportunity to influence outcomes on high-impact claims while contributing to BHSI's reputation for technical excellence and exceptional customer service.

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.

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.

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.

Ability to analyze complex facts, identify key issues, evaluate risk, and make sound claim decisions.

Strong written communication skills with experience drafting coverage letters, reports, and claim recommendations.

15+ years of industry experience, including at least 5 years in insurance claims, coverage litigation, defense litigation, or a related field.

Directors & Officers (D&O;) claims

Errors & Omissions (E&O;) claims

Skilled Liability claims

Life Agent/Broker Dealer claims

Fiduciary claims

Fidelity/Crime claims Experience participating in mediations, settlement negotiations, or litigation management.

A dynamic, action oriented, and thoughtful environment centered on always doing the right thing for our customers, teammates, and our other stakeholders.

Comprehensive Health, Dental and Vision benefits

Disability Insurance (both short-term and long-term)

Life Insurance

Employee Assistance Program

Defined Contribution Pension Plan with Company Match

Generous holiday and Paid Time Off

Paid Parental Leave 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.

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