Director, AI Solutions Delivery & Agile Programs

Arthur J. Gallagher & Co.; Rolling Meadows (IL); Hybrid; USD 150,000 - 210,000; Full time

Benefits offered by this job

Competitive compensation

Comprehensive benefits

Career development opportunities

Collaborative culture

Global reach with local impact

Job summary

Gallagher Bassett is seeking a Director of Project & Program Management to lead the AI Solutions and enterprise technology portfolio. You will coach delivery leaders, align with U.S.

claims operations, and partner with ELT to drive strategic initiatives in a hybrid onshore setting. You will oversee multiple squads, transition from waterfall to Agile, and ensure risk, budgets, and governance are managed across the portfolio.

Qualifications

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

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.
• 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.

Skills

Project management

Agile transformation

Leadership

Stakeholder management

Communication

Insurance industry knowledge

Education

Bachelor's degree in business, technology, or related field

Tools

Azure DevOps

Planview

Job description

Gallagher Bassett is seeking a Director of Project & Program Management to lead the AI Solutions and enterprise technology portfolio. You will coach delivery leaders, align with U.S.

claims operations, and partner with ELT to drive strategic initiatives in a hybrid onshore setting. You will oversee multiple squads, transition from waterfall to Agile, and ensure risk, budgets, and governance are managed across the portfolio.