Vice President of Worksite Sales

Job Description

A leading mutual insurer is seeking a highly experienced Vice President, Worksite Sales to lead and expand its voluntary benefits distribution channel. This role involves strategic oversight of the sales team, developing business growth initiatives, and cultivating strong client and broker relationships. The successful candidate will be responsible for executing sales strategies that align with corporate objectives, managing external wholesalers, and ensuring high-performance team development.

As a key leadership figure, this position offers a blend of strategic planning and hands-on execution, supporting the company's mission to deliver exceptional value to clients and strengthen market positioning. This is a retained search.

• Lead and manage a team of more than 10 external wholesalers, providing coaching, performance management, goal setting, and fostering a culture of accountability and high achievement.
• Develop and implement the worksite distribution strategy, setting annual objectives for production, persistence, and profitability in collaboration with senior leadership.
• Drive sales growth by expanding existing broker relationships, securing new distribution partners, and maintaining visibility within the worksite and voluntary benefits ecosystem.
• Oversee the department's budget, ensuring financial targets are met and expenses are managed effectively.
• Partner cross-functionally with internal teams to enhance the distributor and customer experience, streamline operations, and support product development initiatives.
• Represent the organization externally to build market presence, influence industry conversations, and gather insights to inform business strategy.
• Participate in enterprise leadership forums to align departmental goals with organizational objectives and support overall business growth.

• 10+ years of worksite or voluntary benefits sales leadership experience
• Demonstrated success in leading wholesaler and distribution teams, including activity management and results oversight
• Proven track record of exceeding sales targets and developing meaningful distribution partnerships, especially within the middle market and small group segments
• Hands‑on experience in hiring, coaching, developing and managing high‑performing sales talent
• Bachelor’s degree (preferred)
• Strong strategic influence and stakeholder management skills with a focus on building trust and driving results
• Financially literate with the ability to analyze data, manage budgets and develop business cases
• Capable of making decisions with urgency, managing multiple priorities, and building collaborative relationships across functions and external partners