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Chatbase

Founding Enterprise Customer Success Manager

Toronto

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hirly's read of this role

Role family
Customer support
Seniority
Lead / management
Stated salary
C$65,000 – C$100,000 per year
Country
CA
Work mode
On-site / unstated
First seen by hirly
28 Sept 2026

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the posting

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 CSM role reporting directly to the Head of GTM. You'll own a portfolio of our most important customers and carry a Net Revenue Retention (NRR) target, meaning your success is measured by how much your enterprise accounts grow on Chatbase over time.

That means deeply understanding their business needs, helping them unlock new use cases with Chatbase, and being the person they trust to improve their AI agents over time.

Who we're looking for

→ 2+ years in startups (CSM, AM), technical consulting, or other high-performance environment

→ Track record of growing and retaining customer relationships.

→ Technically curious and comfortable getting hands-on with the product

→ 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.

Original posting on Chatbase's site ↗

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