Founding Enterprise Agent Success Manager

Chatbase; Toronto; On-site; CAD 65,000 - 95,000; Full time

Benefits offered by this job

Uncapped commissions

Generous early equity

Job summary

Chatbase, a Toronto-based AI agent platform, seeks a customer success professional to own onboarding, deployment, and ongoing optimization for enterprise customers. You will translate goals into concrete agent plans, work hands-on with agent workflows and API/integration needs, and drive retention and expansion across your portfolio.

You will manage a long-term relationship with customers, working directly with the Head of GTM to ensure measurable value and growth.

Qualifications

• 2+ years in customer-facing or related roles.
• Proven track record of growing and retaining customer relationships.
• Technically curious and able to learn agent tech such as APIs and integrations.
• Analytical and detail-oriented with strong ownership.

Responsibilities

• Own the customer journey from onboarding to renewal and expansion.
• Translate customer goals into an agent deployment plan with milestones.
• Hands-on with agent instructions, knowledge sources, and workflows; collaborate with engineering on integrations.
• Review conversations and performance data to identify gaps and improvements.
• Build relationships with day-to-day operators and executives; communicate progress and next steps.
• Identify new use cases and expansion opportunities within accounts.
• Provide customer insights to product and engineering to shape future builds.

Skills

Customer success

Account management

Technical consulting

Startup operations

Customer-facing roles

Tools

APIs

Integrations

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

You'll own the success of AI agents deployed by our most important enterprise customers. Reporting directly to the Head of GTM, you'll work with customers to understand their business, launch agents that solve meaningful problems, and continuously improve how those agents perform.

This is a hands‑on role spanning customer success, product thinking, and AI agent development. You'll get deep into customer workflows, configure and test agents, review real conversations, and turn what you learn into better outcomes.

You'll also carry a Net Revenue Retention (NRR) target, owning retention and growth across your portfolio. Success means customers see measurable value from their agents and expand how they use Chatbase over time.

What you'll do

• Own the customer journey from onboarding and launch through ongoing optimization, renewal, and expansion.
• Translate customer goals into an agent deployment plan with clear use cases, milestones, and success metrics.
• Get hands‑on with agent instructions, knowledge sources, and workflows. Partner with engineering on integrations and more complex requirements.
• Review conversations and performance data to identify gaps, test improvements, and help agents resolve more customer requests accurately.
• Build strong relationships with day‑to‑day operators and executive stakeholders. Make it clear what's working, what needs attention, and what comes next.
• Identify new use cases and teams that could benefit from Chatbase, turning demonstrated results into account growth.
• Bring specific customer insights to product and engineering to help shape what we build next.

Who we're looking for

• 2+ years in customer success, account management, product, technical consulting, startup operations, or another demanding, customer‑facing role.
• Track record of growing and retaining customer relationships.
• Technically curious and excited to get hands‑on. You're comfortable learning how agents, APIs, integrations, and business workflows fit together.
• Analytical and detail‑oriented. You can investigate why an agent gets something wrong and work through how to improve it.
• High ownership. You follow through, unblock yourself, and keep work moving across customers and internal teams.

Logistics

This role is in‑office, five days a week, in downtown Toronto.

• We offer uncapped commissions and generous early equity.