Who are we?
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?
Learn more about our unique culture and history .
Job Opportunity
BHSI has an exciting opportunity for a senior technology leader with a strong passion for evolving technology delivery methodologies, strengthening partnerships across our global company, and cultivating a focus on business outcomes to join our Boston based Technology team. In this newly created role reporting directly to the Chief Information Officer, the Strategy & Planning leader must be an influential leader with vast experience driving organizational change that enhances how we work, prepares our technology workforce for the future, and fosters a continuous improvement mindset. The Senior Vice President of Strategy & Planning will be at the forefront of our company's evolution, playing a pivotal role in shaping the future of our global technology organization. This position is a unique opportunity to drive significant advancement across the enterprise through collaboration with technology leaders and executive leaders in our regions and functions. The SVP will be responsible for executing a strategic technology vision that aligns with our business goals, ensuring we are forward-thinking in a rapidly evolving landscape. As a key member of the senior technology team, the SVP will lead the charge in evolving our operating model, optimizing our workforce, and enhancing our vendor partnerships. This role is essential to our agile transformation, and the successful candidate will be a catalyst for change, inspiring teams to embrace new ways of working and delivering high-value, scalable technology solutions. If you are a visionary leader with a passion for driving strategic initiatives and making a lasting impact, we invite you to join us on this exciting journey at BHSI.
Duties & Responsibilities
- Develop and lead a global technology prioritization process that aligns with enterprise goals and balances regional and functional demands
- Establish and evolve contemporary governance models to ensure transparency, accountability, and value realization across the technology portfolio
- Partner with executive leadership to define and measure Objectives & Key Results (OKRs) that drive business-aligned outcomes.
- Stand up and oversee an Agile Transformation Office to transition the organization from Waterfall practices to modern Agile methodologies
- Champion a culture of continuous improvement, ownership, and collaboration across business and technology teams
- Design and implement training and coaching programs to upskill our teammates (e.g., Business Analyst to Product Owner, Project Manager to Scrum Master)
- Build and manage a consistent portfolio management framework, including a technology scorecard with key metrics (e.g., financials, availability, incidents, security vulnerabilities)
- Drive visibility and communication of technology wins and progress for key initiatives across the organization by enhancing our portfolio dashboard
- Assess and optimize the technology workforce model, including capacity planning, skill alignment, and productivity measurement
- Define future-state staffing ratios and develop a strategy to increase agility and reduce reliance on offshore contractors for high-value work
- Create and implement a vendor management framework that ensures accountability, quality, and alignment with strategic goals
- Standardize RFP processes and establish performance metrics to evaluate vendor effectiveness and drive continuous improvement
Qualifications, Skills And Experience
- 15+ years of progressive leadership experience in technology strategy, planning, or transformation roles
- Proven track record of leading enterprise-wide Agile transformations and modernizing software development practices
- Deep understanding of portfolio management, governance, and workforce optimization in a global context
- Strong communication skills with the ability to influence and collaborate across all levels of the organization.
- Experience managing vendor relationships and implementing scalable sourcing strategies
- Exceptional change management, organization, and strategic thinking skills
- Demonstrated ability to lead cross-functional teams and drive organizational change
- Expertise in developing and executing strategic plans that align with business objectives
- Passion for evolving how we work and driving cultural change through a global company
- Strong analytical skills with the ability to interpret complex data and make informed decisions
- Ability to challenge the status quo and inspire followership
- Ability to manage multiple priorities and deliver results in a fast-paced environment
- Strong leadership skills with the ability to mentor and develop talent
- Excellent interpersonal skills with the ability to build strong relationships with stakeholders.
- Experience in insurance, financial services, or similarly complex, regulated industries
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 is $315,000 to $325,000, 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.
