VP, Program Manager

The VP, Program Manager plays a critical role in delivering complex, cross-functional initiatives that advance Fortitude Re’s strategic objectives. Reporting to the VP, Program & Transformation Delivery, this role ensures that assigned programs are executed efficiently, aligned to strategy, and deliver measurable business value. The Program Manager serves as the connective tissue between business stakeholders, technology teams, and project managers — translating vision into actionable plans, driving execution, and ensuring outcomes are achieved with excellence. 

What You Will Do:

Program Delivery & Execution

• Lead the day-to-day management of complex, interrelated projects within assigned programs, ensuring delivery on scope, schedule, budget, and quality targets.


• Coordinate across project managers and cross-functional teams to align deliverables, manage dependencies, and mitigate risks.


• Track performance and proactively address delivery challenges, escalating when needed to ensure program success.


• Monitor program KPIs and success metrics; synthesize and report progress to the Program Leader and key stakeholders.

Stakeholder Engagement & Communication

• Serve as the primary operational contact for program stakeholders, facilitating transparent and timely communication on progress, risks, and decisions.


• Drive cross-functional alignment by ensuring consistent understanding of goals, timelines, and responsibilities.


• Support executive reporting and presentations led by the Program Leader, providing data and insights from delivery progress.

Governance & Standards

• Apply Fortitude Re’s PMO governance frameworks, tools, and templates consistently across program activities.


• Ensure adherence to established methodologies and contribute feedback for continuous improvement.


• Conduct regular program reviews and lessons-learned sessions to strengthen delivery practices.

Continuous Improvement & Transformation Support

• Partner with the Program Leader and business sponsors to identify process reengineering, automation, or AI opportunities that improve program outcomes.


• Promote a culture of collaboration, accountability, and continuous improvement across all delivery teams.


• Support adoption of new tools, techniques, and best practices that drive operational excellence.

What You Will Have:

• Undergraduate degree required, MBA or similar advanced degree helpful.


• 10+ years of experience.


• Strong program and project delivery experience across cross-functional business and IT initiatives.


• Exceptional organizational, communication, and stakeholder management skills.


• Proven ability to manage complex dependencies and competing priorities in a matrixed environment.


• Experience applying structured PMO or governance frameworks.


• Agile mindset and commitment to continuous improvement.


• Project Management Credential (PMP, Prince 2 or other) and experience with project management tools (Jira or Wrike preferred).


• Demonstrated experience leading programs that use Agile or hybrid delivery models (Scrum, Kanban, SAFe, or similar)


• Understanding of the insurance industry; experience with Life & Annuities operations preferred.


• Experience in conflict resolution, or the ability to de-escalate tense situations - comfortable in a role that requires negotiation.