Sales Director

For over 50 years, our client has been a trusted partner to businesses nationwide, delivering customized Payroll, HR, and Timekeeping solutions with a personal touch. Due to growth, they are seeking a hands-on sales leader to inspire their team, drive results, and help shape the next stage of their success.

Reporting to the CEO and Executive Team, you will work out of the office in Williamsburg.

This is a growth-focused leadership role where you will lead, coach, and expand a team of talented sales professionals passionate about helping businesses streamline operations through smarter payroll and HR technology.

You will manage both people and process—ensuring clear expectations, accountability, and a strong, repeatable sales system—while also engaging directly with strategic prospects and modeling success in the field.

MAIN RESPONSIBILITIES & REQUIREMENTS:

• Proven experience managing B2B sales teams (Payroll, HRIS, or related is preferred.)
• Demonstrated success in quota attainment, pipeline management, and deal closing
• Recruit, onboard, and develop top talent while elevating existing team members.
• Actively coach in the field — making cold calls, joining prospect meetings, and modeling success.
• Hold weekly team meetings to review metrics, set priorities, and solve obstacles.
• Foster a culture of accountability, collaboration, and continuous improvement.
• Exceptional coaching and people development skills
• Highly process-oriented, data-driven, and proactive in solving problems
• Proficient with CRM tools (Pipedrive, Salesforce, or similar)
• Partner with Marketing, Operations, and Client Success to improve lead conversion and customer experience.
• Maintain accurate sales forecasts and pipeline reporting.
• Use data to track performance trends and identify growth opportunities.
• Consistently meet or exceed weekly, monthly, and quarterly revenue targets.

Competitive base salary (125K-175K) commissions (50K-75K) comprehensive benefits