Head of Sales - Remote

Overview

Stay AI is powered by savvy DTC industry vets, who have each been building subscription programs for over ten years. We’ve worked with over 300+ subscription-focused CPG brands that have generated hundreds of millions of dollars in subscription revenue alone. Our product is shaped by eCommerce experts who specialize in acquisition and retention—and it shows.

In Short

• Own the entire sales function, focusing on new customer acquisition and revenue growth.
• Develop and optimize a scalable outbound motion targeting mid-market and enterprise subscription brands.
• Establish clear sales metrics, reporting processes, and forecasting tools.
• Prospect, qualify, and close high-value deals.
• Hire, coach, and lead a team of BDRs and AEs.
• Partner with Product and Customer Success for insights into roadmap decisions.
• Foster a high-accountability, high-autonomy culture.
• Collaborate with marketing on integrated campaigns.
• Create onboarding and training programs for team performance.
• Sell consultatively, educating customers on our value proposition.

Requirements

• Proven experience leading SaaS sales at a high-growth startup.
• A strong operator who can build systems and close deals.
• Experience selling to eCommerce brands, ideally with knowledge of the Shopify ecosystem.
• Data-driven, deeply organized, and a creative storyteller.
• A true self-starter—motivated by challenge.

Benefits

• Opportunity to make a huge impact at a high-growth startup.
• Build the sales function at an exciting company in eCommerce.
• Work alongside fun and collaborative team members.
• Contribute to the growth of our product as we scale quickly.