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Berkshire Hathaway Specialty Insurance (BHSI) has an immediate opportunity for a Senior Director, Transformation & Delivery, to lead high‑impact initiatives within our Claims Technology organization. This role is ideal for a collaborative, execution‑focused leader who wants to shape the future of Claims through technology. You will help drive strategic programs including Claims 2.0 (core platform modernization), AI‑enabled Claims Automation, and greenfield Small Commercial Claims platform, directly influencing how Claims operates and scales. Partnering with senior business and technology leaders, you will guide cross‑functional teams, lead project managers and ensure delivery excellence in a regulated environment. At BHSI, Claims is our Product—and this role offers clear career growth, visibility, and the chance to define what’s next.
Job Responsibility
Lead and deliver a portfolio of high impact, strategically aligned initiatives across Claims technology to drive business transformation and operational efficiency
Ensure successful execution of core platform upgrade (Claims 2.0) program by aligning cross-functional collaboration with Underwriting, EDW, Security, and Infrastructure teams, ensuring timely delivery and business continuity
Lead planning, execution, and delivery of AI‑enabled Claims Automation and a greenfield Small Commercial Claims platform as part of the Claims Technology portfolio
Establish and maintain high standards for delivery excellence, risk mitigation, and stakeholder engagement to meet defined business goals
Enhance transparency and compliance by evolving governance frameworks and documentation practices
Lead and mentor a high-performing team of project managers, fostering a culture of accountability, innovation and continuous improvement to support evolving business needs
Resolve cross-functional challenges by driving clarity in scope, stakeholder alignment, and facilitating timely issue resolution to maintain project momentum
Provide executive-level visibility into program health through concise, data-driven reporting on status, risks, and interdependencies to support strategic decision-making
Embed a continuous improvement mindset through structured post-implementation reviews and feedback loops to drive operational excellence and future readiness.
Requirements
Minimum of 10 years of experience in program and people management, including leading and managing complex systems projects
overall professional experience of at least 15 years
Proven experience with enterprise technology systems, cloud platforms, and regulatory compliance
Strong leadership, communication, and stakeholder management skills
Attention to detail and the ability to multi-task while balancing diverse priorities
Adept and eager to become engaged in a wide variety of business initiatives that require an understanding of diverse business, compliance, and technical topics
Adept at rapidly responding to changes in priorities and deadlines
Experienced in leading Agile software delivery models.
What we offer
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)