Director, Project Management

We provide a foundation of stability and predictability that gives employees the confidence to succeed. Founded in 1967, W. R. Berkley Corporation has grown from a small investment firm into one of the largest commercial lines property and casualty insurers in the U.S., with gross written premiums exceeding $15 billion. The Berkley brand comprises 60 businesses worldwide, divided into Insurance and Reinsurance & Monoline Excess segments. Led by Chairman, President, and CEO W. Robert Berkley, Jr., the company is positioned for long-term growth.

About the Role

The Director, Project Management leads end-to-end delivery of strategic initiatives and complex transformation programs across W.R. Berkley Corporation. This role drives enterprise impact by shaping, aligning, and executing cross-functional programs, managing internal and external partners, and ensuring disciplined execution that delivers measurable business outcomes.

Responsibilities

• Lead complex initiatives from design through delivery, ensuring achievement of measurable outcomes.
• Collaborate with cross-functional teams to develop business cases, perform strategic business analyses, and serve as a liaison between leadership and key stakeholders.
• Identify, document, and resolve key management issues or blockers to maintain project team productivity.
• Develop executive-level communications and presentations that drive alignment and decision-making across senior leaders.
• Lead steering and governance forums to enable timely decisions and maintain progress on EPMO-led initiatives.
• Plan, direct, coordinate, and support high-impact projects from initiation through delivery in support of the strategic plan.
• Support and manage critical relationships with internal and external business partners.
• Contribute to developing company-wide standards for scoping, designing, and launching new initiatives.
• Apply expert knowledge of core technology and/or functional areas to coordinate program design and launch within schedule, scope, budget, and quality constraints.
• Report status and manage communications and escalations related to all EPMO-led initiatives.
• Mature project and program management methodologies for effective solution delivery.
• Develop and empower EPMO staff with skills to lead high-performing teams and provide thought leadership.
• Communicate EPMO successes at strategic intervals to build credibility and influence adoption of standards.
• Provide leadership and assistance in direct support of the team lead and other executive team members.
• Partner with stakeholders to develop recommendations advising management on high-priority, high-impact decisions.

Requirements

• 7–10+ years of experience in strategy and operations consulting, enterprise transformation, or program leadership.
• Experience managing organizational change and/or Target Operating Model transformational projects in a large enterprise environment.
• Proven experience leading large-scale, cross-functional programs in a complex, matrixed environment.
• Expertise in project management fundamentals, including creating and maintaining detailed project plans and schedules in Lean Six Sigma or Agile/Waterfall environments.
• Strong leadership capabilities with the ability to influence staff and management of internal and external partners.
• Working knowledge of AI tools to support project management activities and accelerate projects (desirable).
• Bachelor’s degree or higher in Business, IT, or a related field.
• Lean Six Sigma qualification preferred.
• PMP Certification preferred.

Schedule

• Primary location: Greenwich, CT.
• Travel: 25–75%.

Sponsorship is not offered for this role.