Director of Project & Program Management

At Gallagher Bassett, we're there when it matters most because helping people through challenging moments is more than just our job, it’s our purpose. Every day, we help clients navigate complexity, support recovery, and deliver outcomes that make a real difference in people’s lives. It takes empathy, precision, and a strong sense of partnership—and that’s exactly what you’ll find here. We’re a team of fast-paced fixers, empathetic experts, and outcomes drivers — people who care deeply about doing the right thing and doing it well.

Whether you're managing claims, supporting clients, or improving processes, you’ll play a vital role in helping businesses and individuals move forward with confidence. Here, you’ll be supported by a culture that values teamwork, encourages curiosity, and celebrates the impact of your work. Because when you’re here, you’re part of something bigger. You’re part of a team that shows up, stands together, and leads with purpose.

The Director, Project & Program Management will direct the delivery of GB's AI and enterprise technology portfolio as AI Solutions as we continue to grow. Within the AI Solutions on Agile squads, coach and develop our project managers and delivery leaders, and turn complex technical work into clear, decision-ready updates for GB's Executive Leadership Team (ELT). You will bring third-party administrator (TPA) or insurance knowledge so that what we build fits real claims operations.

This role is onshore so you can work directly with U.S. claims operations leaders, business stakeholders and the ELT, align in real time with delivery squads and partners, and keep oversight of programs that handle sensitive claims data.

• Own end-to-end delivery of the AI Solutions and enterprise technology portfolio, including planning, dependencies, risks, budgets, resourcing and release readiness across multiple concurrent programs.

• Partner in the transition from legacy delivery to Agile squads and support scaling from four to eight cross-functional squads (product ownership, delivery leadership, architecture, engineering, data, QA and business analysis).

• Establish and run the delivery operating rhythm: intake and prioritization, business cases, capacity and resource planning, sprint and release cadence, and governance checkpoints.

• Coach, mentor and develop project managers, set clear standards and hold the delivery team accountable for results.

• Translate complex technical work into clear business updates, and business needs into clear technical scope, so leaders can make timely decisions.

• Prepare and present portfolio status, risks, financials and decisions needed to the ELT and senior business stakeholders.

• Partner with claims operations, client services, product, architecture, security and vendors so solutions fit how claims are actually handled.

• Maintain oversight of programs that handle sensitive claims data, working with security, privacy, legal and responsible-AI stakeholders to manage risk and compliance.

• Drive continuous improvement in delivery metrics such as predictability, cycle time, quality, and stakeholder satisfaction.

Required:

Requires a University Degree and minimum 7 years prior relevant experience, or equivalent experience.

• Bachelor's degree or equivalent experience in business, technology, or related field.

• 6+ years of project and program management experience delivering technology solutions, including leading multiple programs at once.

• Demonstrated experience leading a team or organization from traditional (waterfall) delivery to Agile, including scaling multiple squads.

• Experience managing, coaching and developing project managers or delivery leaders.

• Working knowledge of the…