Chief of Staff, Employee Benefit Sales & Client Management

About the role

The AVP, Chief of Staff, Employee Benefits Sales & Client Management, serves as a strategic partner and execution leader to the SVP, Regional Sales & Client Management and the SVP, National Accounts Sales & Client Management. In this highly visible role, you will align priorities, advance key business initiatives, and strengthen leadership effectiveness across the organization.

Responsibilities

• Align priorities, advance key business initiatives, and strengthen leadership effectiveness across the organization.
• Provide strategic insights, oversee performance reporting and KPI management.
• Lead cross-functional efforts.
• Develop a team of Impact Managers focused on critical business priorities.

Requirements

• Sound judgment, confidence, adaptability, and the ability to influence across all levels while balancing strategic perspective with operational discipline.
• Energized by connecting people, ideas, and initiatives to accelerate business results and organizational effectiveness.
• Ability to travel occasionally for planning meetings, leadership events, and team engagement activities.

Qualifications

• Bachelor's degree in Business, Finance, or a related field required. MBA or advanced degree preferred.
• Typically requires 10+ years of experience in strategy, business operations, sales operations, consulting, transformation, or related leadership roles.
• Experience leading large-scale, cross-functional initiatives in a complex, matrixed environment.
• Demonstrated success partnering with senior executives to drive strategic priorities and business outcomes.
• Experience leading and developing teams.
• Builds trust, navigates ambiguity, and influences effectively without formal authority.
• Strong analytical, communication, and executive presentation skills.
• Employee Benefits, insurance, or financial services experience preferred.
• Prior Chief of Staff, strategy, consulting, or enterprise transformation experience preferred.

Skills

• Strategic Visioning: Connects business priorities to long-term outcomes and helps leaders focus on the highest-value opportunities.
• Engaging Hearts & Minds: Builds alignment across leaders, teams, and stakeholders while fostering collaboration and commitment.
• Driving Results: Creates structure, accountability, and disciplined execution to move strategic priorities forward.
• Developing People: Effectively coaches and develops talent while building high-performing teams.
• Adaptability: Navigates ambiguity, shifting priorities, and evolving business needs with confidence and resilience.