Founding Enterprise Account Executive
TLDR
Own end-to-end enterprise sales with a full quota in a bootstrapped startup, supported by product and engineering to close strategic deals.
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.
Chatbase is an AI agent platform that facilitates millions of customer interactions for over 12,000 leading brands worldwide. By leveraging Retrieval-Augmented Generation technology, it provides a robust solution for modern support, marketing, and sales teams, distinguishing itself in the rapidly evolving landscape of chatbot solutions.