[Hiring] Account Executive @Whippy

Role Description

We are looking for an exceptional Account Executive who can build their own pipeline, think strategically about their territory and deals, and help us shape the sales organization that comes next. This is not a role where a sales manager tells you what to do every morning. We want someone who already knows how to manage themselves.

• You own the entire cycle: sourcing, discovery, demo, business case, negotiation, close, and the expansion inside the account after.
• You build pipeline through outbound, referrals, partners, conferences, and your own relationships.
• You work directly with our CEO on deals, territory strategy, and how we scale the sales organization.
• You work directly with engineering, because customer feedback here does not disappear into a ticketing system; it shapes what gets built next.
• Remote role. Our customers run on East Coast time, so your mornings do too.
• You will need to manage yourself and decide where your time is best spent.
• You are expected to know which deals are real and which are wasting your time.
• You should pressure test your own pipeline instead of waiting for someone else to do it.
• You are expected to ask for help before a deal needs rescuing.
• You should come to the CEO with a point of view, not wait for instructions.
• If something in our sales process is broken, we expect you to notice it and help us fix it.

Qualifications

• You have personally closed meaningful B2B software revenue and can explain exactly how you created and won those deals.
• Your buyer has been the owner, executive, or operator who signs the check and only responds to measurable ROI.
• You get prospects to calculate their own ROI out loud.
• You book the next meeting before ending the current one.
• You would rather pick up the phone or get on a plane than send a fourth follow-up email.
• If you have sold into staffing or HR technology, that is valuable, but not a requirement.
• What matters is that you know how to sell to skeptical, fast-moving operators.

Requirements

• First 30 days: you show us a target list we did not give you.
• First 90 days: you are running complete cycles independently and closing your first deals.
• Year one at plan: $1M+ in new ARR closed.
• Outperform, and $300K+ in annual earnings is absolutely on the table.
• Perform, and you help pick the next AE and shape the team that follows.

This is not for you if

• You want leads handed to you or a manager telling you what to prioritize.
• You need every process documented before taking action.
• You want to sell one simple product the same way every day.
• You cannot consistently work East Coast mornings.

Why join now

You are not joining a company trying to figure out whether customers will buy. They already are. You are also not joining a mature sales organization where every decision has been made. It has not.