Chief of Staff & Director of Strategic Operat...

Chief of Staff & Director of Strategic Operations

At Lockton, we’re passionate about helping our people achieve their ultimate potential. Our people are curious, action-oriented and always striving to make ourselves and those around us better. We’re active listeners working to ensure understanding and problem solvers developing innovative solutions. If you can see yourself delivering excellent service to clients, giving back to our communities and being a part of our caring culture,

you belong here.

The Chief of Staff & Director of Strategic Operations (“Chief of Staff”) serves as the senior strategic partner to the Chief Medical Officer (CMO) and an essential leader within the Office of the Chief Medical Officer (OCMO). This role amplifies the CMO’s impact by driving cross-enterprise alignment, elevating Lockton’s clinical market presence, and operationalizing key strategic priorities. The ideal candidate brings significant leadership experience, paired with strong strategic judgment, communication excellence, and the ability to execute through influence rather than authority. Ideal candidate has experience within the employee benefits and healthcare insurance industry.

Key Responsibilities

Strategic Partnership & Executive Leverage

Serve as the CMO’s principal thought partner, providing structure, insight, and prioritization across a dynamic strategic agenda.

Translate the CMO’s vision into actionable plans, clear communication, and coordinated execution.

Develop executive briefs, strategic memos, board-level materials, and external-facing content that reflect the CMO’s voice.

Ensure the CMO is fully prepared for key meetings, decisions, and external engagements.

Act on behalf of the CMO in select meetings, strategic discussions, and partner engagements with the authority to advance priorities.

External Clinical Market Positioning

Shape Lockton’s clinical thought-leadership presence, including conference strategy, speaking opportunities, and strategic messaging.

Support senior-level relationships with insurers, PBMs, health systems, and healthcare investors.

Partner with Marketing and Government Relations to advance Lockton’s external clinical brand.

Enterprise Integration & Cross-Functional Leadership

Drive alignment across internal stakeholders.

Lead time-bound special strategic projects that advance Lockton’s clinical differentiation.

Identify organizational disconnects early and bring clarity, structure, and decision frameworks to senior leaders.

OCMO Operations & Internal Effectiveness

Establish operating cadence, priorities, and internal communication pathways for the OCMO.

Maintain a current view of enterprise priorities, risks, constraints, and opportunities.

Build an effective Executive Assistant-Chief of Staff partnership with clear roles, handoffs, and workflows.

Design and evolve the future operating model of the OCMO, including structure and strategic roadmap.

Qualifications

5+ years of experience leading multi‑stakeholder initiatives in a healthcare environment or healthcare-related industry.

Success leading cross-functional initiatives at the director level or above.

Experience briefing senior executives and influencing high‑stakes decisions.

Experience working across healthcare organizations, such as payers, providers, health systems, or consulting, is beneficial.

Exceptional written and verbal communication; able to synthesize complexity into clarity.

High executive maturity, discretion, and judgment.

Strong strategic thinking with ability to anticipate implications and interdependencies.

Ability to lead through influence and build trust quickly across diverse stakeholder groups.

Highly organized with strong prioritization instincts; comfortable with rapid context‑switching.

Graduate‑level education in business, healthcare or equivalent experience preferred.

Industry‑recognized development programs or certifications in leadership, strategic development, or organizational development preferred.

Equal Opportunity Statement

Lockton Companies is proud to provide everyone an equal opportunity to grow and advance. We are committed to an inclusive culture and environment where our people, clients and communities are treated with respect and dignity.

At Lockton, supporting diversity, equity and inclusion is ingrained in our values, and we believe that we are at our best when we fully embrace everyone. We strive to cultivate a caring culture that learns from, celebrates and thrives because of our breadth of differences. As such, we recognize that recruiting, developing and retaining people with diverse backgrounds and experiences is vital and enabling our people to thrive personally and professionally is critical to our long‑term success.

About Lockton

Lockton is the largest privately held independent insurance brokerage in the world. Since 1966, our independence has allowed us to serve our clients, take care of our people and give back to our communities. As such, our 13,100+ Associates doing business in over 155 countries are empowered to do what’s right every day.

At Lockton, we believe in the power of all people. You belong at Lockton.

How We Will Support You

At Lockton, we empower you to be true to yourself in all that you do. Your success is our success, and we provide opportunities to help you grow and create a rewarding career path, however you envision it.

We are ready to meet you where you are today, and as your needs change over time. In addition to industry‑leading health insurance, we offer additional options to support your overall health and wellbeing.

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