Vice President Sales Jobs in Massachusetts

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. As 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:

Berkshire Hathaway Specialty Insurance (BHSI) has an exciting opportunity for an experienced program leader to join our Global Operations team as Assistant Vice President, End-to-End (E2E) Program Manager, based in Boston. This is a new position reporting to the Vice President, End-to-End Program Manager.

This role plays a critical part in delivering large, complex, cross-functional initiatives that support BHSI’s continued global growth. It provides direct exposure to senior leaders across the company and meaningful involvement in work that shapes how BHSI operates, scales, and delivers on its most important priorities.

The AVP, E2E Program Manager partners directly with business leaders to execute their vision, translating strategic objectives into structured, executable programs and aligning all accountable teams to deliver against commitments and realize intended business outcomes.

This role operates at the center of highly matrixed initiatives, working across underwriting, operations, finance, legal, compliance, technology, data, infrastructure, and external partners to ensure seamless coordination and delivery.

Success in this role requires strong executive presence, cross-functional leadership, sound judgment, structured program discipline, and a continuous focus on business outcomes.

Duties & Responsibilities:

• End-to-End Program Delivery: Lead large, complex, cross-functional programs end-to-end, from initiation through rollout and stabilization, ensuring delivery against scope, timeline, business objectives, and successful transition to business-as-usual.
• Program Structuring & Execution Discipline: Define program scope, goals, success criteria, governance, and delivery approach; maintain structure and execution discipline throughout the program lifecycle.
• Hands-On Program Management: Drive day-to-day program execution, including integrated planning, tracking, issue resolution, and coordination across multiple workstreams and stakeholders.
• Cross-Functional Coordination: Align business and functional teams while maintaining clear ownership within each group; proactively manage dependencies to prevent delays and rework.
• Stakeholder Leadership: Partner closely with senior business and functional leaders; lead steering committees, provide clear status and risk visibility, and drive timely decisions and escalations.
• Decision Management & Accountability: Facilitate structured decision-making, ensure alignment across impacted teams, and enforce clarity of ownership and accountability.
• Risk & Issue Management: Identify, surface, and mitigate risks and issues early; drive cross-team resolution of blockers impacting scope, timeline, or quality.
• Business Readiness & Go-Live Oversight: Drive organizational readiness and adoption across impacted teams, including business process impacts, UAT readiness, training coordination, rollout planning, defect management, and alignment of business and technology readiness for go-live.
• Enterprise-Level Coordination: Bring structure and visibility to complex programs, ensuring the broader organization understands, anticipates, and aligns around program objectives, impacts, dependencies, key decisions, and delivery timelines.

Qualifications, Skills and Experience:

• 10+ years of program management experience, culminating into experience leading large, complex, cross-functional programs in insurance or financial services.
• Strong, hands-on project and program management expertise, with the ability to manage detailed execution while maintaining a clear view of overall outcomes.
• Deep understanding of property & casualty insurance business functions, including underwriting, operations, policy administration, finance, compliance, and regulatory considerations.
• Strong governance and stakeholder management experience, including steering committee facilitation and executive-level communication.
• Experience driving business readiness and adoption, including process impacts, training, and transition to operations.
• Ability to operate effectively with limited direct authority, using influence, structure, and clarity to drive outcomes.
• Excellent judgment, problem-solving ability, and attention to detail, with a high level of accountability.

Preferred Qualifications:

• Experience in a global insurance organization or similarly complex, regulated environment.
• Experience leading initiatives such as system implementations, business transformations, regulatory programs, or country/market expansions.
• Familiarity working with external delivery partners and coordinating across onshore/offshore teams and working across time zones.
• Program or project management certification (PMP, PgMP, PRINCE2, or similar).
• Property and Casualty Insurance designations (CPCU, ARM, AU, or similar).

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 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

1 Location Pay Transparency Language

The base salary range for this position in Boston is $160,000 - $180,000 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.