Chief of Staff, Employee Benefit Sales & Client Management

This is a fully remote position, open to applicants in Oregon.

📋 Description

• Act as a strategic collaborator and execution leader for the SVP, Regional Sales & Client Management, and the SVP, National Accounts Sales & Client Management.

• Align key priorities, propel essential business initiatives, and enhance leadership effectiveness throughout the organization.

• Offer strategic insights, manage performance reporting, and oversee KPI management.

• Lead cross-functional initiatives and cultivate a team of Impact Managers focused on vital business priorities.

• Play a pivotal role in shaping and scaling the Employee Benefits sales and client management organization.

• Assist in creating alignment, clarity, and execution discipline during a significant period of transition and transformation.

• Willingness to travel occasionally for planning meetings, leadership events, and team engagement activities.

⛳️ Requirements

• A Bachelor's degree in Business, Finance, or a related field is required.

• An MBA or advanced degree is preferred.

• Typically requires over 10 years of experience in strategy, business operations, sales operations, consulting, transformation, or related leadership roles.

• Proven experience in leading large-scale, cross-functional initiatives within a complex, matrixed environment.

• Demonstrated success in partnering with senior executives to drive strategic priorities and achieve business outcomes.

• Experience in leading and developing teams.

• Ability to build trust, navigate ambiguity, and influence effectively without formal authority.

• Strong analytical, communication, and executive presentation skills.

• Experience in Employee Benefits, insurance, or financial services is preferred.

• Prior experience as a Chief of Staff, in strategy, consulting, or enterprise transformation is preferred.

🏝️ Benefits

• A comprehensive benefits package that includes medical, dental, vision, and a 401(k) plan with company matching contributions.

• An annual incentive bonus plan.

• Generous paid time off, including 11 holidays, 2 wellness days, and 8 volunteer hours annually, with PTO increasing with tenure.

• A supportive management approach that is responsive and offers opportunities for career growth and advancement.

• Paid parental leave and assistance for adoption/surrogacy.

• An employee giving program that matches your donations to eligible nonprofits and schools at double the amount.