Strategic Initiatives Leader Jobs (NOW HIRING)

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.

• 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)

• Strategic Alignment & Leadership

  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

• Initiative Planning & Execution

  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

• Risk, Change & Value Delivery

  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

• Team Development

  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 focused on value and speed to impact
• Data‑driven decision‑maker who knows when to move from analysis to action
• Confident communicator able to influence, collaborate, and build trusted partnerships
• Operates with integrity, sound judgment, and commitment to GB’s mission and clients

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)

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