Senior AI Technology Lead

Job Description

Job Description

Who We Are

Berkshire Hathaway Specialty Insurance (BHSI) is a strategic and trusted insurance partner providing a broad range of commercial property, casualty, and specialty insurance solutions to customers and brokers around the world. Part of Berkshire Hathaway’s insurance operations, we combine a top-rated balance sheet, disciplined execution, and a global team known for strong capability and strong character.

We are a values-based organization where respect, integrity, excellence, collaboration, and passion define how we operate. We value diversity of background, experience, and perspective, and we foster an environment where teammates are expected to contribute meaningfully, operate with accountability, and continuously raise the quality of the organization around them.

Learn more about our unique culture and history.

Job Opportunity:

BHSI is building its AI and Emerging Technology function from the ground up, with a clear mandate: governed from day one. The Senior AI Technology Lead is the first technical hire within this function and one of the most consequential roles we are filling.

This role is responsible for how AI is built at BHSI. You will serve as the technical AI expert across the enterprise, working in close partnership with the heads of Data, Architecture, Infrastructure, Security, and Software Engineering to embed hands-on AI expertise into every layer of development. You will help shape the patterns, standards, and guardrails that determine how AI moves from idea to production at scale across a specialty insurance environment that demands rigor, defensibility, and trust.

You will report to the SVP of AI and Emerging Technology and operate as a peer to Staff and Principal engineers and architects across the firm.

Duties &Responsibilities:

AI Technical Delivery

• Lead hands-on design and delivery for high-priority AI initiatives, from prototype through production
• Contribute to reusable frameworks for model development, evaluation, versioning, and monitoring
• Ensure AI systems are scalable, maintainable, and consistent with enterprise standards — in active partnership with Architecture and Infrastructure
• Advise on build versus buy decisions and evaluate third-party AI vendors and platforms

Cross-Functional Partnership

• Work closely with the heads of Data, Architecture, Infrastructure, Security, and Software Engineering as the dedicated AI technical voice within those relationships
• Embed AI expertise into existing engineering workflows rather than operating in parallel
• Translate complex AI concepts for non-technical stakeholders, including underwriting, operations, and finance
• Bring AI-specific requirements and constraints into enterprise planning and design conversations

Governance and Risk

• Contribute to AI engineering standards covering model risk, bias evaluation, explainability, and audit readiness
• Partner with Legal, Compliance, and Risk to ensure AI systems meet regulatory obligations and internal controls
• Build governance and documentation into the development lifecycle from the start, not as an afterthought

Team and Culture

• Help shape the technical culture and hiring bar for the AI team as it grows
• Mentor engineers and architects across the firm on AI best practices
• Stay current on emerging AI research and tooling, bringing relevant advances back to BHSI with clear applicability assessments

Qualifications, Skills and Experience:

Required

• Demonstrated track record of delivering production-grade AI systems in complex enterprise environments
• Deep experience with modern AI/ML frameworks, cloud platforms, and MLOps tooling
• Ability to operate at the intersection of software engineering, data engineering, and AI research
• Strong technical communication skills: able to write clearly, present to leadership, and document decisions with precision
• Experience navigating cross-functional environments and influencing without direct authority

Strongly Preferred

• Experience in regulated industries, particularly financial services or insurance
• Familiarity with model risk management frameworks, AI governance requirements, or equivalent compliance contexts
• Exposure to LLM-based systems, retrieval-augmented generation, or AI agent architectures in an enterprise setting
• Prior experience in an environment where AI was being established rather than already mature

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 (for you and your family)
• Accidental Death & Dismemberment Insurance (for you and your family)
• Flexible Spending Accounts
• Health Reimbursement Account
• Employee Assistance Program
• Retirement Savings 401(k) Plan with Company Match
• Generous holiday and Paid Time Off
• Tuition Reimbursement
• Paid Parental Leave

The base salary range for this position in Boston, MA is $250,000 to $300,000, 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 our amazing culture.

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.