Chief Sales Officer - Nation's Top Executive Search Firm

Treeline, Inc., an award-winning sales recruiting and executive search agency, offering strategic sales staffing and recruitment services for leading companies in the United States and throughout North America. Dedicated to facilitating the placement of exceptional top sales talent professionals, Treeline stands at the forefront of advancing job careers of professionals in the sales industry!

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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.  We 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.

• 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. 

Job #5260

Base Salary: $200,000 - $250,000
Total Comp: $400,000 - $500,000 + stock