Founding Enterprise Account Executive

About Chatbase Chatbase is the AI agent platform powering millions of customer conversations for 12,000+ of the most recognizable brands and companies across the world. We launched in 2023 shortly after ChatGPT, and established ourselves as the most popular Retrieval-Augmented Generation (RAG) chatbot on the market. Today, Chatbase is a comprehensive AI agent platform used by modern support, marketing, and sales teams. We're bootstrapped, profitable, and recently crossed $10M ARR. There is no better time to join. How we work → High ownership, high output. Everyone on the team owns outcomes end-to-end. We work best with individuals who are precise, fast, and great at unblocking themselves. → Critical feedback is a gift. We give feedback directly and receive it without ego. Don't take it personally. It's how we get better. → Customer-obsessed. We make an effort to talk to all our customers and relentlessly provide value to each of them. About the role This is a founding AE role reporting directly to the Head of GTM. You'll carry a sales quota and own a full-cycle sales motion for enterprise customers: prospecting, qualifying, demoing, and closing your own deals. Product and engineering will support you, but it's on you to identify opportunities and take them to the finish line. Who we're looking for → 2+ years in tech sales (BDR/SDR, AE), startup ops, or other high-performance environments. → Track record of consistently exceeding goals. → Strong communicator with a deep curiosity to learn. Logistics This role is in-office, five days a week, in downtown Toronto. We offer uncapped commissions and generous early equity in our bootstrapped & profitable startup.

The Founding Account Executive will own the full-cycle sales motion for mid-market and early enterprise clients. Responsibilities include prospecting, qualifying, demoing, and closing deals to meet sales quotas.

Candidates need 2+ years of experience in tech sales, startup operations, or high-performance environments. A proven track record of exceeding goals and strong communication skills are required.

• Uncapped Commissions • Equity

Identified from the job description. Confirm important requirements above.

• Full-cycle Sales
• Prospecting
• Qualifying
• Demoing
• Closing
• Mid-market Sales
• Enterprise Sales
• Communication
• Tech Sales

• Sales
• Technology
• Software

Minimum experience

2+ years

Posting language

English

Working hours

40 hours per week