Head of Sales – AI-First GTM Leader (Equity & PTO)

Cooper AI; San Francisco (CA); On-site; USD 220,000 - 420,000; Full time

Benefits offered by this job

Competitive compensation

Medical, dental & vision insurance

Wellness stipend

401k with company match

Unlimited PTO

Company lunch 5x per week

Offsites & team events

Job summary

Cooper AI is seeking a Head of Sales to own and build the revenue engine as the company scales. You will partner with founders to craft the GTM playbook, close strategic enterprise deals, and hire a high-performing sales team that can drive ARR growth and market leadership.

You will define forecasting processes, build dashboards, and report metrics, while collaborating across Product, Engineering, Marketing, and Customer Success to translate customer feedback into roadmap influence.

Qualifications

• 8+ years of B2B SaaS sales experience, with at least 3 years in a leadership role.
• Proven track record of building and scaling sales organizations from early traction to ARR.
• Experience closing complex, multi-stakeholder enterprise deals and leading teams.

Responsibilities

• Define and execute Cooper AI’s revenue strategy, sales motion, forecasting, and GTM playbook.
• Develop ICP definitions, segmentation, qualification frameworks, and pricing strategy.
• Build and optimize repeatable processes for pipeline creation, deal management, and customer expansion.
• Own and report on sales forecasting, dashboards, and metrics with rigor and accountability.
• Serve as executive sponsor for key customers, building C-suite relationships.
• Recruit, hire, and develop a world-class sales organization across AEs, SDRs, SEs, and CSMs as we scale.
• Collaborate with Product, Marketing, and Customer Success to align on roadmap, messaging, and expansion revenue.

Skills

B2B SaaS sales

Leadership

Enterprise deal closing

Forecasting & analytics

GTM strategy

Executive presence

Cross-functional collaboration

Job description

Cooper AI is seeking a Head of Sales to own and build the revenue engine as the company scales. You will partner with founders to craft the GTM playbook, close strategic enterprise deals, and hire a high-performing sales team that can drive ARR growth and market leadership.

You will define forecasting processes, build dashboards, and report metrics, while collaborating across Product, Engineering, Marketing, and Customer Success to translate customer feedback into roadmap influence.