About The Position

Whippy is an AI communications platform that helps businesses automate customer conversations and operational workflows. We offer messaging, VoIP, AI Agents, deep integrations, and a workflow engine. Customers have generated over $1M in measurable value using Whippy. We serve over 1,000 customers and have 30 engineers. This role is for a Founding Account Executive who is excited about joining early, working with a fast-growing product, and helping to build and scale the go-to-market motion. The position offers direct access to the CEO and engineering team, with the opportunity to influence product roadmap and sales culture. This is a remote role requiring East Coast hours.

Requirements

  • Entrepreneurial mindset; treated territory like owning the business.
  • Ability to create opportunities instead of waiting for them.
  • Curiosity to understand technical products.
  • Discipline to master consultative discovery.
  • Ability to work East Coast hours (roughly 8:00 a.m.–6:00 p.m. ET).
  • Experience in sales, specifically in account executive roles.
  • Proven track record of booking ARR.
  • Experience with outbound prospecting and pipeline building.

Nice To Haves

  • Founded something themselves.
  • Experience selling an AI communications platform.
  • Experience with SMS platforms, VoIP, AI Agents, or workflow engines.
  • Experience expanding customer relationships and increasing ARR over time.

Responsibilities

  • Own the entire sales cycle from prospecting to close.
  • Build pipeline through outbound efforts, referrals, existing customers, partners, conferences, and strategic relationships.
  • Work directly with the CEO to shape deals, strategy, and scale the go-to-market organization.
  • Provide customer feedback to the engineering team to influence the product roadmap.
  • Help define the sales culture, shape future hiring, and improve the sales process.
  • Build long-term customer relationships.

Benefits

  • Base salary of $100K
  • Variable compensation of $100K
  • Uncapped Commission
  • Direct access to founders
  • Opportunity to influence the future of the company
  • Work shoulder-to-shoulder with engineering
  • Sell a product customers genuinely love
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