Director, Strategic Initiatives

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.

We are seeking a Director, Strategic Initiatives to support the VP, Strategic Planning & Initiatives in driving GB North America’s highest‑priority efforts. This leader will partner closely with senior operational and functional executives to scope, design, and execute initiatives that strengthen our operating model, elevate customer and claimant experiences, enhance efficiency, and accelerate value creation.

This role strengthens GB’s Strategic Initiatives team by leading work that solves real operational problems and accelerates business outcomes.

Projects may span the full GB North America footprint, including:

• Improving claimant and customer engagement and experience
• Advancing operational excellence across the claim lifecycle
• Finding process improvements across teams that improve efficiency and reduce operating costs
• Supporting targeted cross‑sell and growth initiatives
• Establishing operating controls to reduce waste and revenue leakage
• Clarifying roles, responsibilities, and service expectations across functions

Demonstrated experience building data‑driven business cases using advanced Excel skills (financial modeling, forecasting)

• Establish trust and credibility with operational leaders and other key stakeholders
• Ensure clarity and alignment on initiative's purpose, goals, and expected outcomes
• Support the development of GB North America’s strategic roadmap, annual planning, and budgeting

• Translate strategic priorities into actionable plans with clear timelines, milestones, and deliverables
• Manage initiative scope, resources, interdependencies, and stakeholder expectations
• Track progress, surface issues, and drive corrective actions in collaboration with operational leaders
• Maintain flexibility and adjust plans based on emerging feedback and business needs

• Proactively identify risks to success and develop mitigation strategies
• Anticipate potential resistance points and partner with leaders to address them
• Ensure initiatives deliver measurable value aligned with both the initiative’s objectives and GB’s broader enterprise goals
• Support Finance and executive leaders in shaping budget and forecast assumptions tied to key initiatives

• Model structured problem‑solving, data‑driven decision‑making, and crisp communication
• Mentor junior team members and contribute to building a high‑caliber “leadership lab” pipeline for the business

• Requires a University Degree or equivalent experience
• Minimum 8 years prior relevant experience.

• Degree in Business, Economics, or related field; MBA preferred
• 8–10+ years of relevant experience
• Demonstrated experience leading complex initiatives with cross‑functional stakeholders
• Strong analytical, problem‑solving, and communication skills
• Ability to influence without authority in a matrixed environment
• Experience in consulting strongly preferred
• Proven ability to structure ambiguous problems and deliver results quickly
• Willingness to travel up to 15%

• Results‑oriented with a strong sense of ownership and urgency
• Pragmatic problem solver…