Account Executive (Remote, USA)

Who we are:

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.

We have amazing investors like Telescope Partners, with participation from Boulder Food Group, Riverpark Ventures, and Vanterra Capital. Previous investments were led by Watchfire Ventures, alongside industry leaders such as Nik Sharma (Sharma Brands) and Adam Turner (Postscript).

We are not afraid of challenging work and are excited to build the next big thing. Sound good to you? Then, please read more about our role!

Our culture:

We are dedicated to our work, but equally committed to celebrating our achievements. Collaboration is at the heart of everything we do, as we firmly believe in the power of teamwork. While we are remote-first as a company, we try to create opportunities to meet each other. That's why we organize annual offsite retreats in beautiful Park City, Utah and Mexico!

Who you are:

We are looking for an Account Executive who is a driver of revenue growth and you take ownership of the full sales cycle from prospecting to closing. You’ll work in a highly dynamic, fast-moving environment where adaptability, resilience, and a passion for sales are essential. If you thrive in fast-paced environments and love solving infrastructure challenges, we’d love to hear from you!

In a typical day, you might:

• As we scale, it is critical that you drive pipeline through self sourced channels, with marketing, from events and partnerships

• Adopt and embody Stay AI’s sales frameworks to maintain a unified and compelling voice across the organization

• Own the full sales cycle, guiding prospects from discovery through close and ensuring a seamless handoff for implementation

• Deliver impactful technical demonstrations to merchants and prospective merchants 

• Work in tandem with Stay AI team members outside of the sales organization to ensure a comprehensive understanding of the company voice and direction

• Consistently exceed leadership established metrics and quarterly quotas

What you’ll bring:

• 4+ years of sales experience with a proven track record of success

• Proficient in leveraging sales methodologies like MEDDICC, with a demonstrated ability to close enterprise deals

• Excelling in full-cycle sales—from cold outreach to seamless implementation in collaboration with our CSM team

• Skilled in value-driven selling, effectively positioning Stay AI as the premier choice in a competitive market

• Experience with sales prospecting and automation tools

• Ability to thrive in a dynamic startup environment, demonstrating adaptability, curiosity, and a willingness to take initiative

• Excellent problem solving skills and the ability to effectively communicate complex concepts across cross-functional teams

• Enthusiasm for providing top-notch internal support with patience and professionalism

• Experience working with the Shopify platform

Nice to haves:

• Experience within the eCommerce and/or subscription management space

Why join us?:

• For the opportunity to make a huge impact at a high-growth startup

• To work alongside Stayers who are fun and collaborative

• To contribute to the growth of our product as we scale quickly