Job Description

The VP Delivery Lead is a hands-on leader within the Transformation & Delivery Office (TDO), responsible for shaping, prioritizing, structuring, and delivering key initiatives for Commercial Insurance. Example Initiatives include Automated Quote to Issue Capabilities, Agent Facing Quoting Applications and Commercial Product Delivery.

This role partners closely with underwriting, business leaders, product teams, and key stakeholders to identify future work, translate strategic objectives into an actionable delivery agenda, and organize work so it can be executed efficiently and effectively. The leader works directly across technology, business analysis, business architecture, governance, and funding partners to ensure initiatives are well defined, appropriately sequenced, and delivered with discipline.

*The title and career band/level for this position are flexible based on the candidate's experience.

Key Responsibilities

Delivery Leadership & Ownership

• Lead delivery of key initiatives across multiple platforms and portfolios.
• Operate as a hands-on leader who can step directly into complex initiatives to bring structure, clarity, and forward momentum.
• Own shaping, organizing, and executing readiness of work within the portfolio.
• Help ensure work is delivered in a disciplined, efficient, and business-aligned manner.
• Solve for issues not within the scope of other members of the team.

Business Partnership & Demand Shaping

• Partner closely with underwriting leaders, business stakeholders, and other partners to identify needs, opportunities, pain points, and future priorities.
• Help translate business goals into a clear and actionable body of work.
• Support prioritization decisions by clarifying value, sequencing, dependencies, and delivery implications.
• Ensure the portfolio remains focused on the highest-value work and aligned to business outcomes

Prioritization & Work Structuring

• Break down complex initiatives into logical work packets, delivery increments, and executable plans.
• Structure work in a way that improves clarity, feasibility, and execution efficiency.
• Ensure scope, milestones, dependencies, and sequencing are well understood across teams.
• Help create practical roadmaps that connect strategic objectives to delivery execution.

Cross-Platform Coordination

• Coordinate work across product teams to ensure the target capabilities are supported consistently where product, platform, and workflow changes are required.
• Surface cross-platform dependencies, sequencing needs, and trade-offs early so they can be managed effectively.

Cross-Functional Execution

• Partner closely with IT, business analysts, business architecture, and other delivery teams to ensure work is well defined and feasible.
• Help ensure requirements, business process needs, system interactions, and delivery approaches are aligned before execution begins.
• Work across organizational boundaries to resolve ambiguity, clarify ownership, and drive coordination.
• Serve as a key connector between business intent and delivery execution.

JIRA, Work Management & Delivery Discipline

• Own JIRA work packet organization and related work management practices for the assigned portfolio.
• Ensure work is structured to support visibility, traceability, prioritization, and efficient execution.
• Maintain strong discipline around backlog organization, dependency visibility, progress tracking, and execution transparency.
• Partner with planning and delivery practices teams to ensure consistent use of tools and methods

Governance, Funding & Decision Support

• Partner with governance and finance teams to ensure work is aligned to funding processes, investment decisions, and portfolio priorities.
• Support business case development, roadmap decisions, and investment discussions related to the portfolio.
• Surface key decisions, risks, dependencies, and trade-offs in a timely and transparent way.
• Provide leadership with clear visibility into planned work, progress, issues, and required decisions.

Stakeholder Engagement & Communication

• Build strong working relationships with underwriting, business, and technology leaders, as well as analysts, architects, governance partners, and product platform leaders.
• Communicate clearly on priorities, plans, risks, dependencies, and delivery progress.
• Help ensure alignment across stakeholders on importance, delivery, and success measures

Continuous Improvement

• Identify opportunities to improve work prioritization, design, and delivery.
• Bring structure and discipline to recurring delivery challenges and create repeatable ways of working.
• Use lessons learned from delivery efforts to improve future planning and execution.
• Help advance a more efficient, scalable, and business-aligned model for delivering underwriting experience capabilities over time.

Qualifications

• Bachelor's degree required, advanced degree preferred.
• Significant experience in program and product delivery, underwriting transformation, digital platform delivery, or related roles.
• Experience in commercial insurance or property and casualty insurance is preferred.
• Demonstrated success leading complex, cross-functional initiatives in close partnership with business and technology teams.
• Experience working on underwriting workflows, quote experiences, decision support tools, portals, or related capabilities.
• Strong understanding of how to shape business demand into structured delivery plans, roadmaps, and executable work, with solid prioritization, sequencing, and dependency management skills.
• Experience working with JIRA/Rally and related delivery and planning tools.
• Ability to work effectively across business analysis, architecture, governance, technology, underwriting, product, and funding stakeholders, with strong communication and stakeholder management skills in a matrixed environment.
• Hands-on, structured leader with strong business judgment, practical problem-solving ability, and a clear, collaborative, results-oriented approach focused on quality, accountability, and continuous improvement.

The pay range for the role is $175,000 to $225,000. The specific offer will depend on an applicant's skills and other factors. This role may also be eligible to participate in a discretionary annual incentive program. Chubb offers a comprehensive benefits package, more details on which can be found on our careers website. The disclosed pay range estimate may be adjusted for the applicable geographic differential for the location in which the position is filled.