Account Executive

About the role

As an Account Executive you will report to the CEO and join our two-person sales team. In this role you’ll run a high-velocity sales motion end-to-end — qualifying leads, running demos, and closing deals. You’ll sell to a wide range of service-based businesses (startups, accounting firms, law firms, agencies, and more), so strong discovery and solutioning matters a lot.

We’re post-PMF with 1,000+ paying customers, and our sales lead exceeded quota last quarter. We’ll compensate you well, invest deeply in your development, and give you the opportunity to help define our sales process, systems, and tooling as we scale.

What you'll do

• You'll run demos and close deals. You’ll do 5+ demos per day, handle objections, and consistently move deals from first call to close.

• You'll lead discovery and solutioning. You’ll understand customer workflows and pain points, map them to our product, and propose clear solutions across industries and use cases.

• You'll own your pipeline. You’ll stay on top of follow-ups, next steps, multi-threading, and deal hygiene. You’ll keep forecasts accurate and momentum high.

• You'll sell value at meaningful price points. You’ll be comfortable closing deals in the ~$2,500–$50k/year range and communicating ROI clearly.

• You'll become an expert in our product. You’ll develop deep product fluency — features, positioning, edge cases—and continually sharpen your demo and narrative as the product evolves.

• You'll collaborate tightly with product and the broader team. You’ll bring crisp feedback from the field — what’s confusing, what’s missing, what’s resonating — and contribute beyond sales (product feedback, marketing, success, etc.).

• You'll help build the machine. Early sales is messy. You’ll help define the playbook: messaging, qualification, demo flow, CRM workflows, enablement, tooling, and reporting.

Who you are

• You're experienced. You’ve sold in early-to-mid stage startups where you had to be scrappy, self-directed, and willing to get your hands dirty.

• You're a closer. You have a track record of hitting quota and running deals through the finish line in a high-velocity environment.

• You're great at solutioning. You ask sharp questions, listen closely, and can translate messy customer problems into a clear plan and a confident recommendation.

• You're experienced selling to our ICP. You’ve sold B2B software to service-based businesses — e.g., marketing agencies, accounting firms, law firms, consultancies, and other tech-enabled professional services teams. You understand how owners/operators buy, what they care about, and how to build urgency without being pushy.

• You're comfortable with technical concepts. You don’t have to be an engineer, but you should be comfortable discussing concepts like automation workflows, embeddings, no-code tooling, and modern software systems without getting lost.

• You communicate clearly. Your demos are organized and compelling. Your follow-ups are crisp. You don’t ramble, and you don’t hide the ball.

• You're competitive and candid. You like direct feedback, you want to win, and you thrive in a performance culture that’s high-trust and high-expectations.

• You're hardworking. You understand that building a category-defining company requires people that work smart and that also work hard.

• You love working in person. We're convinced that building a strong culture happens face-to-face, and we're looking for people who thrive in highly collaborative, in-person environments.

Sales stack

• Salesforce

• Sybill

• Retool

• Chili Piper