Arthur J. Gallagher & Co.

Global insurance brokerage, risk management, consulting

Director of Project & Program Management

Program ManagementConfirmed live in the last 24 hours

Full-timeRolling Meadows, IL, USANo salary listed

About the Job

Requirements

Requires a university degree and a minimum of 7 years of prior relevant experience, or equivalent experience.
A bachelor's degree or equivalent experience in business, technology, or a related field.
At least 6 years of project and program management experience delivering technology solutions, including leading multiple programs concurrently.
Demonstrated experience leading a team or organization through a transition from traditional waterfall delivery to Agile, including scaling multiple squads.
Experience managing, coaching, and developing project managers or delivery leaders.
Working knowledge of the insurance industry, ideally third-party administrator or carrier claims operations.
Ability to explain technical topics to business leaders and business needs to technical teams, in writing and in person.
Experience presenting to senior and executive audiences and driving decisions.
Experience with delivery and portfolio tools such as Azure DevOps and Planview, or comparable tools.
Ability to work onshore in the United States in a hybrid arrangement, in the office as needed.

Responsibilities

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 comprising product ownership, delivery leadership, architecture, engineering, data, quality assurance, and business analysis.
Establish and run the delivery operating rhythm, including 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 Executive Leadership Team and senior business stakeholders.
Partner with claims operations, client services, product, architecture, security, and vendors so solutions fit actual claims-handling practices.
Maintain oversight of programs that handle sensitive claims data, working with security, privacy, legal, and responsible artificial intelligence stakeholders to manage risk and compliance.
Drive continuous improvement in delivery metrics, including predictability, cycle time, quality, and stakeholder satisfaction.

Desired Qualifications

Experience delivering artificial intelligence, machine learning, or advanced analytics solutions.
Experience with programs involving sensitive or regulated data, such as claims, health, or financial information.
Agile or program management credentials, such as Project Management Professional, Scaled Agile Framework, Certified ScrumMaster, or similar credentials.
Experience working with external vendors and partners across a distributed delivery model.

Introduction

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.

How you'll make an impact

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.

Key Responsibilities

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.

About You

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 insurance industry, ideally third-party administrator (TPA) or carrier claims operations.

Ability to explain technical topics to business leaders and business needs to technical teams, in writing and in person.

Experience presenting to senior and executive audiences and driving decisions.

Experience with delivery and portfolio tools such as Azure DevOps and Planview (or comparable).

Ability to work onshore in the U.S. in a hybrid arrangement, in the office as needed.

Preferred Qualifications

MBA or master's degree in organizational management.

Experience delivering AI, machine learning, or advanced analytics solutions.

Experience with programs involving sensitive or regulated data (for example, claims, health, or financial information).

Agile or program management credentials (for example, PMP, SAFe, CSM or similar).

Experience working with external vendors and partners across a distributed delivery model.

Compensation and benefits

At Gallagher, we believe supporting our colleagues goes far beyond the role itself. For more information, visit our Benefits page.

Competitive compensation
Comprehensive benefits programs designed to support your well-being
Career development opportunities and ongoing learning
A collaborative, people-first culture with accessible leadership
The opportunity to do meaningful work with global reach and local impact

At Gallagher, we are dedicated to building an inclusive and authentic workplace. If your past experience doesn’t align perfectly, we encourage you to join our Talent Community to stay connected to additional career opportunities. At times, we will consider transferable skills from previous roles.

Gallagher is an affirmative action/equal opportunity employer (Minorities/Females/Veterans/Disabled)

About the Company

Arthur J. Gallagher & Co.

Global insurance brokerage, risk management, consulting

Arthur J. Gallagher & Co. is a global insurance brokerage and risk management firm. It helps businesses, public entities, and individuals manage risk and obtain insurance through three segments: brokerage, risk management, and corporate. The brokerage unit offers a full range of retail and wholesale insurance brokerage and consulting services to match clients with coverage. The risk management unit handles contract claim settlements, claim administration, loss control consulting, and risk management information services to reduce exposures. The corporate unit oversees the company’s clean energy and other investments. The firm differentiates itself by providing end-to-end risk solutions across insurance placement, claims handling, risk counseling, and investment activities, rather than focusing on a single service. Its goal is to help clients manage risk effectively, protect assets, and pursue value through diverse investments, including clean energy.

Company size: 10,001+
Company stage: IPO
Headquarters: Itasca, IL
Founded: 1927

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