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Added 5 mins ago
Flight Centre - Corporate Benefits Consultant - Toronto, ON
Flight Centre
ON
Added 19 mins ago
GC
Coordinator, Environment
Glencore Canada
Elkford, BC
- $96,000 to $113,000 CAD / year
- Full-time
Reporting to the Lead, Environment, the Coordinator, Environment is primarily responsible for the management, quality assurance, analysis, and reporting of environmental compliance data to…
Added 19 mins ago
BC
Quality and Patient Safety Consultant
Brant Community Healthcare System
Brantford, ON
- Full-time
At BCHS, we are driven by a bold vision: To Lead Beyond Care. As a two-site community hospital system in Brantford and Paris, Ontario, we serve with purpose, passion, and a deep commitment…
Added 19 mins ago
AI
Gen AI Engineer
Apptoza Inc.
Toronto, ON
- Contract
Lead the development and delivery of enterprise GenAI products, pilots, and scalable AI solutions.
Added 19 mins ago
BC
Registered Practical Nurse - Cardiology/Telemetry
Brant Community Healthcare System
Brantford, ON
- Full-time
At BCHS, we are driven by a bold vision: To Lead Beyond Care. As a two-site community hospital system in Brantford and Paris, Ontario, we serve with purpose, passion, and a deep commitment…
Added 19 mins ago
BC
Registered Practical Nurse - Critical Care
Brant Community Healthcare System
Brantford, ON
- Full-time
At BCHS, we are driven by a bold vision: To Lead Beyond Care. As a two-site community hospital system in Brantford and Paris, Ontario, we serve with purpose, passion, and a deep commitment…
Added 19 mins ago
BC
Recreation Therapist
Brant Community Healthcare System
Brantford, ON
- Full-time
At BCHS, we are driven by a bold vision: To Lead Beyond Care. As a two-site community hospital system in Brantford and Paris, Ontario, we serve with purpose, passion, and a deep commitment…
Added 19 mins ago
BC
Registered Practical Nurse - Emergency Department
Brant Community Healthcare System
Brantford, ON
- Full-time
At BCHS, we are driven by a bold vision: To Lead Beyond Care. As a two-site community hospital system in Brantford and Paris, Ontario, we serve with purpose, passion, and a deep commitment…
Added 19 mins ago
BC
Registered Practical Nurse - Cardiology/Telemetry
Brant Community Healthcare System
Brantford, ON
- Full-time
At BCHS, we are driven by a bold vision: To Lead Beyond Care. As a two-site community hospital system in Brantford and Paris, Ontario, we serve with purpose, passion, and a deep commitment…
Added 19 mins ago
BC
Registered Practical Nurse - Emergency Department
Brant Community Healthcare System
Brantford, ON
- Full-time
At BCHS, we are driven by a bold vision: To Lead Beyond Care. As a two-site community hospital system in Brantford and Paris, Ontario, we serve with purpose, passion, and a deep commitment…
Added 19 mins ago
BC
Registered Practical Nurse - Emergency Department
Brant Community Healthcare System
Brantford, ON
- Full-time
At BCHS, we are driven by a bold vision: To Lead Beyond Care. As a two-site community hospital system in Brantford and Paris, Ontario, we serve with purpose, passion, and a deep commitment…
Added 19 mins ago
BC
Social Worker
Brant Community Healthcare System
Brantford, ON
- Full-time
At BCHS, we are driven by a bold vision: To Lead Beyond Care. As a two-site community hospital system in Brantford and Paris, Ontario, we serve with purpose, passion, and a deep commitment…
Added 19 mins ago
BC
Personal Support Worker - Surgical (B5)
Brant Community Healthcare System
Brantford, ON
- Full-time
At BCHS, we are driven by a bold vision: To Lead Beyond Care. As a two-site community hospital system in Brantford and Paris, Ontario, we serve with purpose, passion, and a deep commitment…
Added 19 mins ago
BC
Painter/Journeyperson
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Brantford, ON
- Full-time
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Added 19 mins ago
WU
Associate Director, Identity and Access Management
Western University
London, ON
- Full-time
Added 19 mins ago
LI
Sr. Application Developer/Team Lead
Livingston International
Toronto, ON
- $100,000 to $115,000 CAD / year
- Full-time
The Senior Developer/Team Lead will be instrumental in guiding technical direction and fostering a culture of excellence. This pivotal role will also involve championing and driving the…
Added 19 mins ago
SM
AI Solutions Developer
Sandbox Mutual Insurance
Saskatoon, SK
- Full-time
As our AI Solutions Developer, you'll be Sandbox’s go-to expert for artificial intelligence and intelligent automation. You'll lead the discovery, design, and implementation of AI-powered…
Added 19 mins ago
BC
Occupational Therapist
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Brantford, ON
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Added 19 mins ago
IC
Sr Creative Team: Sr Copywriter + Sr Art Director
INNOCEAN Canada
Toronto, ON
- Full-time
…conceptual ideas, and refined craft to every brief. You’ll lead ideas from concept to execution, raise the creative bar for the people around you, and help others…
Added 19 mins ago
M(
Account Executive
MSL (Global)
Toronto, ON
- $55,000 to $58,000 CAD / year
- Full-time
Own the process: lead strategy, execution, and reporting to deliver measurable impact.
Added 19 mins ago
D
Senior Manager, BT Applications
Diligent
Vancouver, BC
- Full-time
The Senior Manager, BT Applications will lead multiple Business Systems and applications teams in delivering high-quality technology solutions for our internal stakeholders. In this role,…
Added 19 mins ago
MT
Office Manager & Executive Assistant
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Vancouver, BC
- $80,000 to $100,000 CAD / year
- Full-time
Lead and delegate planning of key company events that have executive involvement.
Added 19 mins ago
Enterprise Architect
Sobeys Capital Incorporated or a Franchise/Affiliate / ou une franchise/société affiliée
Calgary, AB · Stellarton, NS · Mississauga, ON
Lead capability-based technology planning and roadmap development.
Added 19 mins ago
Store Manager-Gold-Retail
Roots
Mississauga, ON
…brand’s legacy. If you bring passion to everything you do, lead with integrity, and believe in the power of collaboration to drive growth, we’d love to have you on our…
Added 19 mins ago
CD
Indigenous Outreach Specialist
CMHA Durham
Oshawa, ON
- Full-time
Engage fully as an ERG (Employee Resource Group) Lead for the organization representing

Chatbase

Head of Sales

Toronto, ON, Canada

$290,000 to $380,000 CAD / year · Full-time

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Applications open in a new tab.

Job details

Pay: $290,000 to $380,000 CAD / year
Job type: Full-time
Posting language: English
Posted: Oct 27, 2026

Original 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 someone who can close, set the bar for the team, and help build it out.

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

This is a player-coach role reporting to Humphrey Su, our Head of GTM. You'll carry your own number from day one, and you'll hire and lead our AE team as it grows.

What you'll own

→ Your own book of mid-market and enterprise deals. You lead by closing.

→ The bar for the AE team: how we run discovery, forecast, price and win.

→ Hiring, coaching and building the sales org as it scales.

→ The feedback loop to product, so what you hear in deals shapes what we build.

You might be a fit if

→ 8+ years in B2B SaaS sales, with a track record of beating quota and ideally of leading AEs.

→ You've sold to support, CX, IT or digital leaders at mid-market and enterprise companies.

→ You want to build the sales playbook from the ground up.

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 $145,000–$190,000.

→ Uncapped commission on top. On-target earnings: CAD $290,000–$380,000 (50/50 base and variable).

→ Equity.

→ Downtown Toronto, in person five days a week.

→ This posting is for an existing vacancy.

→ 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.

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

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

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

Apply About employer

More about this job

Responsibilities

The Head of Sales will carry a personal quota for mid-market and enterprise deals while building and leading the account executive team. They are responsible for establishing sales playbooks, managing the hiring process, and providing feedback to the product team based on customer interactions.

Requirements

Candidates must have 8+ years of experience in B2B SaaS sales with a proven track record of exceeding quotas. Experience selling to support, CX, IT, or digital leaders at mid-market and enterprise companies is required.

Skills

B2B SaaS sales
Sales leadership
Account executive management
Enterprise sales
Mid-market sales
Sales strategy
Pipeline management
Forecasting
Discovery
Hiring
Coaching
Sales playbook development
Go-to-market strategy

Benefits

Equity
Uncapped commission

Visa sponsorship

Not detected in the job text

Hiring contact

Humphrey Su

Keywords

B2B SaaS
Sales
AI agents
Enterprise
Mid-market
Account Executive
GTM
Sales leadership
Quota
Equity
Commission
Playbook
Discovery
Forecasting
Customer success
Startups
Toronto
Tech

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