---
title: 'Founding Enterprise Customer Success Manager at Chatbase'
canonical: 'https://feeny.ai/job/founding-enterprise-customer-success-manager-chatbase-toronto-htyttebgnrxh'
type: 'job'
last_seen: '2026-09-04'
---

# Founding Enterprise Customer Success Manager at Chatbase

- **Company:** Chatbase
- **Location:** Toronto, Canada
- **Compensation:** $65k–$100k
- **Employment:** full-time
- **Work type:** onsite
- **Posted:** 2026-05-20
- **Last confirmed live:** 2026-09-04
- **Apply:** https://jobs.ashbyhq.com/chatbase/13f94814-1e87-4b72-97f1-44519b2e89b2

## Job description

## 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.

## About Chatbase

## Company Overview
- **One-liner**: Chatbase provides a platform for building and deploying AI-powered customer support agents that answer questions and take action on behalf of customers.
- **Entity Type**: Private (Bootstrapped)
- **Headquarters**: San Francisco, United States
- **Founded**: 2023
- **Founders**: Yasser Elsaid

## Core Business
- Primary industry: AI customer support platform / Software Development
- Target customers: B2B – from boutique retail and fitness brands to large telecoms and infrastructure companies (enterprise and SMB)
- Mission or purpose: Transform customer support from a cost center into a competitive advantage by delivering enterprise-grade AI agents that are simple to build and deploy.

## Products & Services
- **AI Support Agents**: Customizable AI agents trained on a business’s own data (documents, CRM, helpdesk, etc.) that can answer questions, take actions (e.g., update subscriptions, check order status), and escalate to humans when needed. Deployed via website chat widget, WhatsApp, Slack, email, and other channels. Includes multilingual support (80+ languages), advanced reporting, and whitelabel options.

## Market Standing
- **Valuation/Market Cap**: Not disclosed
- **Key Metric**: Over $10 million in Annual Recurring Revenue (ARR) as of 2025–2026; trusted by 10,000+ businesses globally
- **Notable Investors/Partners**: Bootstrapped with no venture funding. Technology partner: Supabase. Integrations include Stripe, Cal.com, and others.
- **Growth Signals**: Headcount grew 150% year-over-year to 38 employees (2025–2026). Expanding upmarket into enterprise with a goal of $100M ARR. Active hiring for founding growth, enterprise customer success, and enterprise account executive roles.

## Competitive Advantages
- **Bootstrapped profitability**: Achieved $10M+ ARR without outside capital, indicating strong product-market fit and disciplined growth.
- **Enterprise-grade security**: SOC 2 Type II certified, GDPR compliant, data encrypted at rest and in transit, with AI-powered guardrails to prevent off-topic responses.
- **Action-oriented agents**: Unlike many chatbots, Chatbase agents can take real actions in external systems (CRM, payment processors, helpdesk) and escalate intelligently with full context.
- **Omnichannel and multilingual**: Native support for web, WhatsApp, Slack, email, and 80+ languages with automatic detection.

## Strategic Focus
- **Moving upmarket**: Shifting from SMB to enterprise customers, building more reliable infrastructure and enterprise-grade features.
- **Consolidation on Supabase**: Single Postgres-backed platform to enable faster iteration and scalability as the company aims for $100M ARR.
- **Continued product depth**: Enhancing agent reasoning capabilities, guardrails, analytics, and integration depth.

## Why Work Here
- **High-growth environment**: Rapidly scaling from 18 to 38 people; employees have direct impact on product and go-to-market strategy.
- **Remote-friendly, global team**: Employees across 7 countries (Egypt, Canada, USA, Pakistan, France, Finland, India). Headquarters in San Francisco but distributed culture.
- **Engineering-led culture**: Founded by a single engineer; 34% of staff in technical roles. Emphasis on consolidation and pragmatic tech choices.
- **Founding-stage energy**: As a bootstrapped company with ambitious revenue targets, employees contribute to core business outcomes from day one.
- **Open positions**: Currently hiring three founding roles (Growth, Enterprise CSM, Enterprise AE) – roles that shape the company’s next phase.

## Sources
1. [chatbase.co](https://www.chatbase.co/)
2. [linkedin.com/company/chatbase-co](https://www.linkedin.com/company/chatbase-co)
3. [supabase.com/customers/chatbase](https://supabase.com/customers/chatbase)
4. [jobs.ashbyhq.com/chatbase](https://jobs.ashbyhq.com/chatbase)

## Other roles at Chatbase

- [Content Lead](https://feeny.ai/job/content-lead-chatbase-toronto-bnbsrc2mv8h5) — Toronto, Canada
- [Founding Enterprise Account Executive](https://feeny.ai/job/founding-enterprise-account-executive-chatbase-toronto-exp3z63kj2g4) — Toronto, Canada