Head of Sales - Shopify of AI for eCommerce ($6.5MM Seed Funding / $7MM ARR in 5 Years)

About the role

The Head of Sales will lead the company's revenue organization, focusing on building and scaling the commercial strategy, hiring and leading a world-class sales team, and personally closing strategic enterprise opportunities.

Responsibilities

• Own the company’s revenue targets and commercial execution.
• Define and continuously refine the GTM strategy.
• Develop scalable sales processes, forecasting, and reporting.
• Hire, coach, and lead a world-class sales organization.
• Strategically close enterprise deals personally.
• Create and execute outbound, inbound, partner, and product-led sales motions.
• Pricing, packaging, and commercial strategy, developed with leadership.
• Work closely with Product, Marketing, Customer Success, and Engineering to improve product-market fit.
• Build relationships with executives at leading ecommerce brands, retailers, and agencies.
• Represent the company at conferences, customer meetings, and industry events.

Requirements

• 8+ years of B2B SaaS sales experience, including 3+ years leading and building sales teams.
• Proven track record of exceeding revenue targets in high-growth startups.
• Experience building a sales organization from an early stage.
• Experience owning six-figure enterprise deals across the full cycle, from prospecting through expansion.
• Strong understanding of ecommerce, digital commerce, MarTech, retail technology, or AI software.
• Demonstrated ability to sell AI-native or technically sophisticated products, and to explain complex AI capabilities to both technical and non-technical decision makers.
• Strong analytical and operational skills with forecasting discipline.
• Excellent communication and executive presence.
• Based in New York City and able to work from the office five days per week.
• Fluent daily use of AI tools to drive pipeline generation, forecasting, customer research, and sales execution.

What We're Looking For

• Think like founders and take full ownership.
• Move quickly while maintaining an exceptionally high bar.
• Prefer solving problems over escalating them.
• Naturally curious and continuously learning about AI.
• Use AI tools daily to become significantly more effective.
• Thrive in ambiguity and enjoy building from zero.
• Care deeply about customers and product quality.

Nice to Have

• Experience selling to Shopify brands, enterprise ecommerce companies, or digital retailers.
• Existing network within ecommerce, retail, agencies, or commerce technology.
• Experience scaling revenue through Series A–C growth.
• Experience with PLG, product analytics, or AI-first software companies.
• Experience hiring and mentoring Account Executives, SDRs, and sales leaders.