Founding Account Executive

Founding Account Executive — Espy

Espy | Contract-to-Full-Time | Full-Time Hours | Ideally local (ATL), Open to remote

The Opportunity

Espy is a fast-growing B2B corporate gifting company (espybox.com) helping sales, HR and marketing leaders build stronger relationships through curated, high-end gift boxes tailored to recipients using deep research. We doubled revenue this year and are now building out our sales team from the ground up — starting with one person.

This isn't a typical sales job. It's a founding seat on a team that doesn't exist yet. You'll work directly with the founder, close real deals from day one, and have the opportunity to grow into a leadership role – building and eventually running or being a major contributor to the sales team you helped start.

If you want a job where you learn the whole business, not just a script – how a company sells, prices, operates, and scales, together with the ability to grow fast – this is the job for you.

What You'll Do

• Run a full calendar of qualified, inbound sales demos 
• Close new accounts through a consultative, relationship-first sales process.
• Work closely with the founder to learn not just how to sell, but how the business itself works — pricing, operations, fulfillment, what success for our clients looks like.
• Help shape the sales process itself as one of the first people to run it at scale — your feedback will directly influence how the next reps are trained.

What Makes This Different

• We will fill your calendar with demos — your job for the trial is to close, and with extremely light prospecting. You'll have a minimum of 10 demos a week.
• Real growth path. Strong performers move toward full-time employment, expanded ownership of the sales function, and the opportunity to lead a team as Espy scales.

Who We're Looking For

• Someone ambitious, and driven.
• Comfortable running consultative conversations over video, confident and direct.
• Excited by the idea of building something, not just filling a seat — you want a stake in how this team comes together.
• Reliable, communicative, and eager to succeed and develop.

Compensation

• $1,750 per month + a 12% commission on every closed new deal (initial deal sizes typically around $3,000 – $15,000) and and 6% trailing commission on initial pilots that convert into recurring business (annual agreements or recurring deals typically range from $10,000–$50,000, with potential for significantly larger accounts)
• Structured as a contract role during an initial trial period, with a clear path to full-time employment for strong performers
• OTE: $80,000-$120,000 uncapped

What Happens After the Trial

The 90-120 day trial period exists to test and prove fit for full-time employment at Espy. If performance goals are met, the following will be discussed and may be implemented:

• Transition to W-2 employment
• Evaluation of compensation structure
• Expanded scope and responsibility as part of Espy's growing sales team

Why Now

Espy is at an inflection point — proven product, growing demand, and a real plan to scale. The person who takes this role isn't just filling a sales seat; they're helping build the team and process that Espy's next chapter runs on.

Ready to grow with us? Email dan@espybox.com