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Posted 6 months ago

Founding Enterprise Account Executive

@ Chatbase

Toronto, Ontario

$205k–$290k/yrOn-siteFull-time4+ years experience
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SIGNALS

Overview

Chatbase is hiring a Founding Enterprise Account Executive for its new sales team, reporting to the Head of GTM in downtown Toronto, in person five days a week. The role carries a quota and owns the full sales cycle for mid-market and enterprise customers, with base pay of CAD $100,000 to $145,000 plus uncapped commission and equity.

Pay:

$205,000–$290,000 a year

Responsibilities:

  • Run full-cycle deals with mid-market and enterprise customers
  • Turn high-intent inbound leads into revenue
  • Build personal pipeline and manage quota
  • Demonstrate how AI agents automate support, sales and ops work

Requirements summary:

  • 4+ years closing AE experience in B2B SaaS
  • Proven quota attainment
  • Curiosity about AI and how customer teams work
  • Strong communicator with business and technical buyers

Tools & skills

Source and dates

Employer career site / ATS feed · ashby

Employer posting date
2026-05-20
First seen by our source
2026-10-08
Source record updated
2026-10-28

These dates describe the source record, not a live verification that the employer is still hiring. Check the original posting.

Job details

SenioritySenior
DepartmentSales
Experience4+ years
Hours per week40 (estimated)
Work settingOffice
PositionSitting and standing
Physical demandsphysical low · computer high
LanguagesEnglish
Perks mentionedPerformance bonus, Stock or equity

Summary and details written by AI from the posting; the employer’s posting is the authority.

Chatbase

Saved company profile

Historical company information from a saved The Jobs API profile (LinkedIn/Crunchbase fields). It is not live-verified; figures may have changed. Missing values remain unknown.

AI Agents for magical customer experiences.

Full company description

Chatbase is the AI customer support platform for companies that take service seriously. Our platform enables businesses to build and deploy AI agents that don't just simply answer questions, but take action to resolve them. By connecting to your CRM, helpdesk, payment processors, and other tools, Chatbase agents take real action: updating subscriptions, checking order status, processing requests, and escalating intelligently when a human touch is needed. Chatbase is trusted by 10K+ global teams ranging from boutique retail and fitness brands to massive telecoms and infrastructure companies. Our platform is designed for teams that want the power of enterprise-grade AI without the complexity. What sets us apart: - AI agents trained on your business and data, not generic responses - Omnichannel deployment: web, whatsapp, slack, email & more - Seamless live agent handoff with full context preserved - 80+ languages with automatic detection - SOC 2 and GDPR compliant, enterprise-grade security Support doesn't have to be a cost center. With Chatbase, it can beome a competitive advantage.

LinkedIn followers
31,396
People associated on LinkedIn
64
Reported office locations
  • San Francisco, US
Business categories
  • Agentic AI
Other recorded names
  • Chatbase
Profile identifies a recruitment agency
No
Reported total investment
0

Currency and observation date were not supplied; this is not a current valuation or a funding round.

Chatbase is the AI customer support platform for companies that take service seriously. Our platform enables businesses to build and deploy AI agents that don't just simply answer questions, but take action to resolve them. By connecting to your CRM, helpdesk, payment processors, and other tools, Chatbase agents take real action: updating subscriptions, checking order status, processing requests, and escalating…

FieldValue
IndustrySoftware Development
Company size11-50 employees
HeadquartersSan Francisco
Organization typePrivately Held
Year founded2023
Open jobs on Jobsy10
LinkedInView page
Job description

More than 10,000 businesses are running AI agents on Chatbase. We started with self-serve, and now we're moving upmarket and building our sales team. Our top AEs have been consistently exceeding quota, and that's given us a lot of confidence in aggressive growth plans for the next year. We're looking for strong closers to grow the team with.

About Chatbase

Chatbase is the AI agent platform that 10,000+ businesses use to talk to their customers, from fast-growing startups to global brands like Dolby, Roche, Pearson, Bridgestone and Chuck E. Cheese. Our agents resolve millions of conversations across support, sales and operations.

We launched in 2023 and we're profitable.

Why now

This is the moment. The product is working, customers keep finding new ways to use it, and we're growing fast. Most of our biggest growth levers haven't been pulled yet. The people who join now will build the teams, playbooks and products that make Chatbase many times bigger than it is today, and they'll share in that upside.

→ Top-of-market pay, plus equity. We pay at the top end of the market, and everyone gets equity in a profitable company that's growing fast.

→ Ownership from day one. Small team, huge surface area. You'll own big outcomes and work directly with our CEO.

→ Early-stage upside. It's still early enough to get a lot of the upside, in a company that's already profitable.

The role

You'll be part of our founding sales team, reporting to Humphrey Su, our Head of GTM. You'll carry a quota and own the full cycle for mid-market and enterprise customers. Product and engineering will back you up on every deal.

What you'll own

→ Full-cycle deals: prospecting, discovery, demo, evaluation, close and expansion.

→ Turning high-intent inbound into revenue, and building your own pipeline on top.

→ Showing customers exactly where AI agents will take work off their support, sales and ops teams.

→ A direct line to product, so what you hear in deals shapes what we build.

You might be a fit if

→ 4+ years as a closing AE in B2B SaaS, with quota attainment you're proud to share.

→ You're curious about AI and can go deep on how a customer's team actually works.

→ You're a strong communicator who builds trust with business and technical buyers.

How we work

→ High ownership, high output. Everyone owns outcomes end to end. We hire people who are precise, fast and great at unblocking themselves.

→ Speed is a habit. We decide fast, ship fast and fix fast.

→ Critical feedback is a gift. We give it directly and take it without ego. It's how we get better.

→ Customer-obsessed. We talk to our customers constantly and relentlessly deliver value to them.

What it takes

We work in person, five days a week, in downtown Toronto. We move fast and hold a high bar. If you want the steepest learning curve of your career and a stake in the outcome, you'll fit right in.

Pay & logistics

→ Base salary: CAD $100,000–$145,000.

→ Uncapped commission on top. On-target earnings: CAD $205,000–$290,000 (50/50 base and variable).

→ Equity.

→ Downtown Toronto, in person five days a week.

→ We don't use AI to screen, assess or select applicants. A person on our team reviews every application.

How we hire

We move fast.

1. A 30-minute call with Humphrey Su, our Head of GTM.

2. A short take-home based on real work you'd do here.

3. 30 minutes with Yasser Elsaid, our CEO.

A note from Yasser

We've built Chatbase with a small team, and it's working: 10,000+ businesses rely on it, and they keep finding new ways to use it. What we do in the next year decides how big this gets. The people who join now will own a piece of it and be paid well for it. If that's what you've been looking for, I'd love to meet you.

Yasser Elsaid, CEO

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