About this role
Role Overview
Whippy AI seeks a remote Account Executive to manage full sales cycles and help scale the growing sales organization. This position suits an independent sales professional with a track record of closing B2B software revenue who thrives in a fast-paced environment aligned with East Coast business hours.
Key Responsibilities
Manage the complete deal lifecycle from initial sourcing and discovery to demonstrations, business cases, negotiations, closing, and ongoing account expansion. Build a robust pipeline via outbound efforts, partner networks, referrals, industry events, and personal professional connections. Collaborate closely with the Chief Executive Officer on strategy, complex deals, and organizational scaling. Partner directly with the engineering team to share critical customer feedback that directly influences product development. Operate autonomously with freedom to execute territory strategies without micromanagement.
Skills and Tools
Utilize artificial intelligence tools to accelerate prospecting, meeting preparation, and follow-up communications. Execute independent outbound calling blocks starting during East Coast morning hours regardless of physical time zone. Navigate complex sales discussions focused on measurable return on investment with business owners, executives, and operators.
Salary and Benefits
Earn a target on-target earnings range of $180,000 to $200,000 structured on a 50/50 split with uncapped commissions above quota. Top performers achieve earnings exceeding $300,000 based strictly on production and closed revenue.
About the Company
Whippy AI is a bootstrapped, profitable, AI-native platform providing business communication solutions including AI voice agents, VoIP, messaging, workflows, and recruiting tools. The company serves more than 1,000 customers as a category leader in staffing and human resources technology, backed by an engineering team larger than all other departments combined.
How to Apply
Apply directly on the official company careers page to submit your application for this remote opportunity.
Questions candidates ask
Is this a remote position?
Yes, this role is fully remote within the United States, though mornings must align with East Coast business hours.
What is the compensation structure?
The position offers an on-target earnings range between $180,000 and $200,000 on a 50/50 split with uncapped commissions above quota.
Are leads provided by inbound teams?
No, there are no dedicated sales development representatives filling the calendar; account executives build their own pipeline.
What industry does Whippy AI primarily serve?
The deepest market today is staffing and human resources, though new verticals are opening.
What are the working hours requirement?
Candidates must be able to own the 8:00 AM Eastern Time calling block regardless of their physical time zone.