Founding Account Executive (AI)

TL;DR

Founding Account Executive (AI): Building the mid-market sales motion for a conversational AI platform with an accent on full-cycle sales, outbound prospecting, and partner-led GTM strategies. Focus on defining the sales playbook, managing multi-stakeholder buying processes, and driving measurable business outcomes for enterprise clients.

Location: Must be based in the United States or Canada

Salary: $160,000–$180,000 OTE (USD)

Company

PolyAI automates customer service through lifelike voice assistants that rival human agents, serving world-leading enterprises across hospitality, finance, and retail.

What you will do

• Own full-cycle sales for mid-market prospects, from discovery to close.
• Source and engage prospects to map AI solutions to measurable business outcomes.
• Partner with Strategic Alliances and Channel teams to build repeatable GTM motions.
• Build and execute territory plans to identify high-potential accounts.
• Collaborate cross-functionally with Solution Engineering, Product, and Legal to move deals forward.
• Shape the mid-market sales playbook, messaging, and processes as the team scales.

Requirements

• Must be based in the United States or Canada.
• Proven track record in a closing role, exceeding quota in a SaaS environment.
• Experience running full-cycle, multi-stakeholder deals with senior/exec-level engagement.
• Strong self-sourced outbound prospecting skills.
• Experience working with or through channel and integration partners.
• Comfortable with ambiguity and building processes from scratch.

Nice to have

• Experience selling into multiple verticals or industries.
• Familiarity with structured sales methodologies like MEDDPICC or Challenger.
• Experience scaling a new segment or motion from the ground up.
• Background working with technical integrations or platform partners.

Culture & Benefits

• Competitive salary with equity participation.
• Comprehensive medical, dental, and vision insurance (US/Canada plans).
• Flexible PTO policy and designated company holidays.
• Annual learning and development allowance for training and conferences.
• One-off work-from-home allowance for equipment.
• Enhanced parental leave and family-forming support programs.