VP, Planning & Practice

JOB DESCRIPTION

The VP, Planning & Practices is a key leader within the Transformation & Delivery Office (TDO), responsible for driving disciplined planning and delivery practices across the strategic portfolio.

This role leads the mechanisms, standards, tools, and operating rhythms that help programs plan effectively, manage dependencies, maintain execution visibility, and deliver with greater predictability and consistency.

The role is accountable for portfolio planning processes, integrated roadmap management, planning events, delivery standards, and adoption of common tools and ways of working.

This leader partners closely with program leaders, business stakeholders, technology teams, finance, and governance partners to improve execution quality and establish a scalable planning and delivery model across Commercial Insurance.



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

Key Responsibilities

Portfolio Planning


* Lead planning processes across the TDO portfolio, including annual and quarterly planning, integrated roadmap development, and major planning events.


* Establish planning standards for scope, milestones, dependencies, resource needs, and execution timelines.


* Coordinate planning across strategic initiatives so priorities, sequencing, and trade-offs are visible and manageable.


* Partner with program leaders to ensure plans are practical, actionable, and aligned to business objectives.

Planning & Operating Rhythm


* Design and run portfolio planning events, including agendas, inputs, outputs, decision points, and follow-up actions.


* Maintain a clear planning and delivery calendar across the TDO, including milestone reviews, roadmap updates, dependency reviews, and execution check-ins.


* Create repeatable planning routines that improve alignment across business and technology teams.


* Ensure planning events results in clear decisions, documented commitments, and actionable next steps.

Delivery Practices & Standards


* Define, implement, and maintain delivery practices that improve consistency across programs, including planning methods, execution controls, status reporting, and dependency management.


* Support agile, waterfall, and hybrid approaches while promoting common standards and language across the portfolio.


* Lead the implementation of AI SDLC approaches, partnering with IT.


* Develop templates, playbooks, and guidance that help teams execute work in a structured and consistent way.

Tools, Reporting & Data Discipline


* Lead adoption of planning and delivery tools, including JIRA and other portfolio management tools used across the TDO.


* Define standards for maintaining plans, milestones, dependencies, and execution data in core systems and reporting tools.


* Improve visibility into roadmap progress, delivery health, and planning quality through dashboards, reporting, and data standards.
...