Account Executive

Whippy

14d•Remote

About The Position

Account Executive at Whippy. Whippy is the AI native platform for business communication: AI Voice Agents, AI Recruiting, messaging, VoIP, deep integrations, and our own workflow engine in one system. Our customers do not buy software that helps their employees do the work. They buy AI that does the work. Our deepest market today is staffing and HR, where we are the category leader, and new verticals are already opening behind it. We serve more than 1,000 customers, with an engineering team larger than the rest of the company combined. Customers like Your Employment Solutions and Staffworks have each generated more than $1M in measurable value using Whippy, and those are named, public case studies you get to sell with. It is common to land a $50K ARR customer and expand that relationship by another $100K or more over time. That is the kind of platform great Account Executives want to sell.

Requirements

Personally closed meaningful B2B software revenue and can explain exactly how you created and won those deals.
Buyer has been the owner, executive, or operator who signs the check and only responds to measurable ROI.
Get prospects to calculate their own ROI out loud.
Book the next meeting before ending the current one.
Prefer picking up the phone or getting on a plane over sending a fourth follow up email.
Ability to consistently work East Coast mornings.
Ability to sell to skeptical, fast moving operators.

Nice To Haves

Sold into staffing or HR technology.

Responsibilities

Own the entire cycle: sourcing, discovery, demo, business case, negotiation, close, and the expansion inside the account after.
Build pipeline through outbound, referrals, partners, conferences, and your own relationships.
Work directly with our CEO on deals, territory strategy, and how we scale the sales organization.
Work directly with engineering, because customer feedback here does not disappear into a ticketing system. It shapes what gets built next.
Use AI to move faster in prospecting, prep, and follow up.
Manage yourself: decide where your time is best spent, know which deals are real and which are wasting your time, pressure test your own pipeline, ask for help before a deal needs rescuing, come to the CEO with a point of view, and help fix broken sales processes.