Chief Sales Officer - Confidential - Nation's Top Executive Search Firm - Boston Massachusetts

Company: Treeline Inc
Location: Boston, Massachusetts
Posted On: 05/02/2025

Chief Sales Officer - Confidential - Nation's Top Executive Search FirmProfessional Services / Consulting / Recruiting / HR - Boston or New England - MA - $500,000

• Strategic Leadership: Develop and implement a scalable sales strategy aligned with aggressive growth targets, focusing on strong ARR bookings and profitable expansion.
• Team Development: Lead, coach, and mentor sales leaders and reps, cultivating a high-performance culture of accountability and continuous improvement.
• Revenue Growth: Drive pipeline generation, improve conversion rates, and ensure predictable revenue outcomes through effective forecasting and performance management.
• Partnership & Collaboration: Collaborate closely with marketing, SDRs, and client success to optimize lead flow, strengthen brand positioning, and develop key channel partner relationships.Company Profile: Our client is a rapidly expanding and profitable leader in the Human Capital Management (HCM) industry, providing cutting-edge payroll, HR, and workforce solutions to a diverse client base. They have achieved their success through strategic acquisitions, a commitment to best-in-class service and a values-centric, growth-oriented culture. They are seeking a dynamic and experienced Chief Sales Officer (CSO) to lead their sales organization, drive revenue growth, and execute on the go-to-market strategy. This is a critical role reporting directly to the CEO, collaborating closely with the COO, CFO, and other key leaders.Job Description: The ideal candidate is a proven VP of Sales or CSO with a strong track record in the HCM industry, including experience managing multiple sales teams. The CSO will focus efforts across 4 key strategy levers:
  • Strategic Leadership: Develop and implement a scalable sales strategy aligned with aggressive growth targets, focusing on strong ARR bookings and profitable expansion.
  • Team Development: Lead, coach, and mentor sales leaders and reps, cultivating a high-performance culture of accountability and continuous improvement.
  • Revenue Growth: Drive pipeline generation, improve conversion rates, and ensure predictable revenue outcomes through effective forecasting and performance management.
  • Partnership & Collaboration: Collaborate closely with marketing, SDRs, and client success to optimize lead flow, strengthen brand positioning, and develop key channel partner relationships.Requirements:
    • 10+ years of progressive sales leadership experience within the HCM, Payroll, or HR Tech industry, including experience at both enterprise-level organizations and smaller, high-growth companies.
    • Proven ability to lead sales teams to achieve consistent, profitable revenue growth, ideally within a recurring revenue business model.
    • Deep understanding of B2B sales, demand generation, outbound prospecting, and referral/partner-based revenue strategies.Location: This is a hybrid position where ideal candidates will be based in the Greater New England area with the ability to meet with customers and partners 3x/month in the Greater Boston market. Flexible for the right candidate based outside of the market with the ability to get to Boston 1x/month.Base Salary: $200,000 - $250,000Total Comp: $400,000 - $500,000 + stock
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