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
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Join our innovative team as an Account Executive at Stay AI! We’re a forward-thinking company based in the heart of New York City, dedicated to transforming the subscription landscape. With over ten years of experience in the DTC industry and a portfolio that includes 300+ subscription-focused CPG brands, we know how to drive revenue and foster lasting relationships. Here at Stay AI, our culture isn't just about hitting targets; we believe in celebrating our wins and collaborating as a team. As a remote-first company, we cherish the times we can come together for our annual retreats in scenic locations like Park City, Utah and Mexico. As our new Account Executive, you’ll own the full sales cycle and be a pivotal player in driving our revenue growth. If you thrive in fast-paced settings and enjoy tackling infrastructure challenges, this job is perfect for you. Your day-to-day will involve self-sourcing leads and developing partnerships while embodying our unique sales frameworks. You’ll guide prospects through in-depth sales processes, showcasing exceptional technical demos and collaborating with cross-functional teams to ensure smooth transitions. We’re looking for someone with a minimum of 4 years of sales experience, including expertise in using methodologies like MEDDICC to close enterprise deals. Familiarity with the Shopify platform and value-driven selling is a plus! At Stay AI, you’ll not only make an impact but also work with a group of talented, fun-loving professionals committed to growth and innovation. Come be a part of our exciting journey!
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