Head of Sales

Chatbase is an AI agent platform used by more than 10,000 businesses. The company is moving upmarket and building its sales team. This is a player-coach role reporting to Humphrey Su, Head of GTM, where the candidate carries their own quota from day one and hires and leads the AE team as it grows. The role is in person five days a week in downtown Toronto. The hiring process includes a 30-minute call with Humphrey Su, a short take-home based on real work, and 30 minutes with CEO Yasser Elsaid.

Responsibilities

Own a book of mid-market and enterprise deals; Set the bar for the AE team in discovery, forecasting, pricing and winning; Hire, coach and build the sales org as it scales; Feed customer deal insights back to product

Requirements

8+ years in B2B SaaS sales; Track record of beating quota; Experience selling to support, CX, IT or digital leaders at mid-market and enterprise companies

Nice to have

Experience leading AEs; Desire to build the sales playbook from the ground up

Benefits

Top-of-market pay; Equity; Ownership from day one; Early-stage upside