Head of Commercial Sales

Job Summary:
Our Client is hiring a Head of Commercial Sales to lead and scale a high-growth Commercial and Enterprise sales organization. This is a pivotal leadership role for a company entering its next phase of rapid expansion.

About:
Our Client is a fast-growing B2B SaaS company transforming how service-based businesses operate and grow. Their platform leverages modern technology and AI-driven capabilities to streamline workflows, improve efficiency, and unlock revenue opportunities for customers in complex, operationally intensive industries.

With strong product-market fit and accelerating demand, they are rapidly scaling their go-to-market engine and expanding into more strategic customer segments. The company is building a category-defining solution and is looking for leaders who want to play a meaningful role in shaping its growth trajectory.

About the Role:
This is not a sit-back leadership role. The Head of Commercial Sales will be in the trenches—leading from the front, jumping into deals, and helping shape the playbook as the company scales. You will oversee a team of Account Executives across mid-market and enterprise, while building the structure, rigor, and momentum needed to accelerate growth.

The ideal candidate is a true player-coach: someone who thrives in fast-paced environments, loves winning deals, and knows how to turn a strong team into a high-performing, scalable sales organization.

Duties and Responsibilities:

• Own and drive revenue performance across Commercial and Enterprise segments
• Lead, coach, and scale a team of Account Executives
• Roll up your sleeves to support and close complex, high-value deals
• Lead deal strategy, multi-threading, negotiation, and execution
• Run disciplined deal reviews, pipeline inspections, and forecasting cadences
• Elevate team performance through hands-on coaching and accountability
• Improve outbound motion and pipeline generation in a scaling environment
• Build and refine repeatable sales processes while maintaining speed and agility
• Partner closely with Marketing, Product, and Customer Success to align GTM efforts
• Hire, onboard, and develop top-performing sales talent

Qualifications:

• Experience leading B2B SaaS sales teams in high-growth environments (mid-market and/or enterprise)
• Proven track record of driving revenue and scaling teams
• Strong experience with complex, multi-threaded sales cycles
• Player-coach mindset with a hands-on, execution-oriented approach
• Operational rigor in forecasting, pipeline management, and sales process development
• Ability to balance speed and structure in a scaling organization
• Strong coaching instincts and a passion for developing talent

Additional Information:

• Reports to the Chief Revenue Officer
• Based in New York City
• High-impact, high-visibility role with direct ownership of revenue outcomes
• Opportunity to shape and scale the sales organization during a critical growth phase
• Success is defined by consistent quota attainment, improved deal execution, strong forecasting accuracy, and building a high-performing, scalable sales team