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

Treeline Inc; Boston (MA); Hybrid; USD 200,000 - 250,000; Full time

Job summary

An established industry player seeks a dynamic Chief Sales Officer to spearhead their sales organization and drive revenue growth. This pivotal role involves developing strategic sales initiatives aligned with aggressive growth targets, mentoring sales leaders, and collaborating with marketing to optimize lead flow. The ideal candidate will bring over a decade of experience in sales leadership within the Human Capital Management sector, with a strong focus on B2B sales and revenue strategies. Join a rapidly expanding firm known for its innovative solutions and commitment to excellence, where your leadership will directly impact the company's success and growth trajectory.

Benefits

Stock Options

Flexible Working Hours

Professional Development Opportunities

Qualifications

• 10+ years of sales leadership experience in HCM, Payroll, or HR Tech.
• Proven track record in leading teams to achieve profitable revenue growth.

Responsibilities

• Develop and implement scalable sales strategies for growth.
• Lead and mentor sales teams, fostering a high-performance culture.

Skills

Strategic Leadership

Team Development

Revenue Growth

B2B Sales

Demand Generation

Education

Bachelor's Degree

Master's Degree

Job description

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

Professional 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 - $250,000
Total Comp: $400,000 - $500,000 + stock