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Added 13 mins ago
GT
Contract Administrator
GeoSpectrum Technologies, Inc
Dartmouth, NS
- Full-time
…edge underwater acoustic technology. You’ll engage in regular development and performance discussions with your manager, have access to an online learning platform, and benefit from…
Added 27 mins ago
VW
Window Sales Project Manager
VETTA Windows
Toronto, ON · Greater Toronto Area, Canada
- Full-time
This position combines business development, sales, customer relationship management, and project management.
Added 28 mins ago
B
Business Consultant
BMO
Toronto, ON · FCP
- Full-time
Use AI tools directly to accelerate research, analysis, synthesis, process design, requirements development, communications, and other knowledge-work activities, while applying appropriate…
Added 57 mins ago
F
Sales & Customer Success Associate (Founding Team)
FrontSail
Cambridge, ON · Greater Kitchener-Cambridge-Waterloo Metropolitan Area
- Full-time
We think of sales and customer success as one job. If a customer buys FrontSail and never gets value from it, we don't count that as a successful sale, and we don't want someone whose…
Added 57 mins ago
Deli Manager- Vodden Foodland
Sobeys Capital Incorporated or a Franchise/Affiliate / ou une franchise/société affiliée
Brampton, ON
The Deli Manager is responsible for the efficient and fiscally responsible operation of the department. The Manager will lead and manage staff to achieve the highest level of customer…
Added 1 hour ago
GA
Assistant Gérant du magasin / Assistant Store Manager - Royalmount Mall
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Montreal, QC
- Full-time
Reporting to the Store Manager, you will be responsible for the team and effective operations of the store from service, brand integrity, store standards, training to people performance.
Added 1 hour ago
Manager, Agent Development, Applied AI
Google
Toronto, ON · Waterloo, ON
Like Google's own ambitions, the work of a Software Developer goes way beyond just Search. Software Development Managers have not only the technical expertise to take on and provide…
Added 1 hour ago
SJ
Growth Manager
So Jobs
Mississauga, ON
- $93,500 to $125,000 CAD / year
- Full-time
We are seeking an experienced Revenue Growth Manager to support business performance through a combination of trade promotion management, sales planning, forecasting, and commercial…
Added 2 hours ago
NB
BANKING ADVISOR
National Bank of Canada
Bromont, QC
- Full-time
This role offers opportunities for development. By obtaining your mutual fund representative licence, if you don’t already have it, you’ll be able to progress in your role and expand your…
Added 2 hours ago
NB
BANKING ADVISOR
National Bank of Canada
Amherst, QC · Saint-Rémi-d’Amherst, QC
- Full-time
This role offers opportunities for development. By obtaining your mutual fund representative licence, if you don’t already have it, you’ll be able to progress in your role and expand your…
Added 2 hours ago
NB
Private Relationship Banker
National Bank of Canada
Rouyn-Noranda, QC
- Full-time
A career as a Private Banking Relationship Manager with the Private Banking 1859 team at National Bank means acting as a credit professional and providing financial planning advice to a…
Added 2 hours ago
BR
General Manager - Niagara On The Lake
Banana Republic
Niagara-on-the-Lake, ON
- Full-time
As the General Manager, you are responsible for leading your team to deliver a profitable store business plan. You ensure your store achieves all key metrics and is meeting or exceeding…
Added 2 hours ago
CR
Restaurant Manager
Central Restaurants
Vancouver, BC
- $50,000 to $57,500 CAD / year
- Full-time
We are now hiring a Restaurant Manager at our Bentall location in Vancouver, BC. Our growing team has plenty of opportunities for anyone looking for training, development and a career in…
Added 2 hours ago
GE
Stage Bar Server
Grey Eagle Resort & Casino
Calgary, AB
- Full-time
Under the direction of the Outlets Manager and Outlet Supervisor, the Server is responsible for providing professional, efficient, and attentive food and beverage service to guests in…
Added 2 hours ago
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Blaze Bar & Grill Server
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Calgary, AB
- Full-time
Under the direction of the Outlets Manager and Outlet Supervisor, the Server is responsible for providing professional, efficient, and attentive food and beverage service to guests in…
Added 3 hours ago
E
Country Manager Canada
elockers
Toronto, ON · Greater Toronto Area, Canada
- Full-time
As Country Manager Canada – Growth & Operations, you'll take ownership of our Canadian business and play a key role in building our future in North America.
Added 3 hours ago
E
Countrymanager Canada
elockers
Toronto, ON
- Full-time
As Country Manager Canada – Growth & Operations, you'll take ownership of our Canadian business and play a key role in building our future in North America.
Added 4 hours ago
A
Future Opportunities: Business Development Manager
Ayming
Toronto, ON
- Full-time
Manage the entire sales process for all business leads
Added 4 hours ago
NF
Underwriting Manager, Small Business (9-Month Contract)
Northbridge Financial
Calgary, AB · Vancouver, BC
- Full-time
- Other
What it’s like to be a Northbridge Underwriting Manager:
Added 4 hours ago
VG
Mechanical Prototyping Specialist
Veralto Global
London, ON
- $70,000 to $95,000 CAD / year
- Full-time
Reporting to the Manager, Technology Development, the Mechanical Prototyping Specialist supports cross-functional technology-development projects focused on evaluating and integrating UVC…
Added 6 hours ago
SC
Sales Associate
Staples Canada
Fort St. John, BC
- Full-time
Drive sales in the furniture, technology and supplies areas of the store.
Added 6 hours ago
AU
Security Guard
Allied Universal
Toronto, ON
- $19 CAD / hour
- Full-time
Conduct regular patrols of the sales floor, store entrances, exits, and other designated areas.
Added 6 hours ago
HI
Commercial Lines Account Associate, Professional Liability
HUB International
Markham, ON
- Full-time
…who is looking to transition into the role of Junior Account Manager within the new 2…
Added 6 hours ago
Account Manager - Mid Market Growth Montreal
TELUS
Montreal, QC · Quebec, QC
TELUS is seeking a High-Velocity Sales account manager to proactively acquire new named accounts and drive rapid revenue expansion across Canada's mid-market segment. This is fast-paced,…
Added 6 hours ago
WC
Co-Manager
Walmart Canada
Cobourg, ON
- Full-time
Position Summary...To support the Store Manager in the management of store operations according to Company guidelines and lead Associates to ensure friendly, helpful service and drive…

FrontSail

Sales & Customer Success Associate (Founding Team)

Cambridge, ON, Canada
Greater Kitchener-Cambridge-Waterloo Metropolitan Area, Canada

Full-time

Apply About employer

Applications open in a new tab.

Job details

Job type: Full-time
Apply by: Dec 6, 2026
Posting language: English
Posted: Nov 6, 2026

Original job description

Kitchener-Waterloo, Ontario

Commission-only + 0.25-0.75% equity | No base salary | Local, field-heavy role

FrontSail AI exists to make running a small business a lot easier. Our mission is to let anyone run and grow a business without drowning in the admin work around it.

Business owners should be serving customers, building and fixing things, selling, and growing their companies. They shouldn't be spending their nights preparing quotes, updating work orders, managing a CRM, chasing leads, sending invoices, returning missed calls and keeping five different systems in sync. FrontSail takes that work off their plate. We're building an AI assistant that learns how a business operates and gradually handles more of the work around the actual job.

We're looking for someone to own the relationship with those businesses, from the first conversation to making sure FrontSail actually works for them.

The role starts before the sale and continues after it

You'll find local businesses, walk through their doors, call their owners and start conversations. You'll learn how they operate. What eats up their evenings? Where do leads disappear? Why aren't quotes going out? Which parts of the business are held together by WhatsApp messages, spreadsheets and somebody remembering to do something on Tuesday?

Then you'll work out whether FrontSail can help. You'll demo it, sell it, help the customer get started, and stay close enough to see what works and what doesn't. Then you bring what you learned straight back to the founders.

We think of sales and customer success as one job. If a customer buys FrontSail and never gets value from it, we don't count that as a successful sale, and we don't want someone whose involvement ends at the signature.

What you'll do

Find and approach local businesses across Waterloo Region: cold calls, email, referrals, events, and walking in the front door.
Talk with business owners and understand how their businesses actually run.
Spot the admin work, bottlenecks and missed opportunities that cost them time and money.
Demo FrontSail and help customers see where it fits in their business.
Own opportunities from the first conversation to close.
Onboard new customers and make sure they get real value out of FrontSail.
Keep in touch with customers as their needs change.
Notice when something isn't working before the customer quietly gives up.
Learn why prospects buy or don't, and why customers stay or leave.
Bring that feedback to the founders and help turn it into better product, positioning and process.
Try different industries, messages, offers and ways of selling until something clicks.
Help write the sales and customer-success playbooks that future FrontSail hires will use.

You'll work directly with the CEO and the founders. There are very few layers between something you hear from a customer and something changing in the company. Sometimes there are none.

You'll help decide what FrontSail becomes

We're early, and we don't pretend the founders have figured everything out from behind their laptops. Customers will teach us a lot, and you'll be the person closest to them.

So we expect you to tell us when the pitch isn't landing, when customers are confused, or when we're solving the wrong problem. Tell us when three different businesses ask for the same thing without prompting, and when something we thought mattered turns out not to. We'd much rather hear the uncomfortable truth than have you argue for the product. The goal is something customers want to buy and keep using.

You'll also help build the company

This is one of our first hires, and the habits we set now become the company later: how we treat customers, how fast we respond when something breaks, how seriously we take feedback, how we sell, how we make decisions and how we treat each other. You'll shape that alongside the founders.

Joining this early has another upside. If FrontSail grows, this function grows with it. We'll need more people finding customers, onboarding them and managing relationships, and eventually processes, systems and a team around all of it. Someone will need to lead that. The person who learned the market firsthand, won the early customers, helped them succeed and wrote the first playbook will be well placed to do it.

We're not promising a title on a schedule. We are offering room to grow your responsibility as the company grows.

Who we're looking for

You like talking to people, and you're just as good at listening to them. You're comfortable calling a business that has never heard of us, or walking into a shop where nobody invited you. You can hear "no" twenty times without getting discouraged or robotic. When somebody says "this isn't useful to me," your first instinct is to ask why.

You care whether customers succeed after you've sold to them. You're curious enough to understand someone else's business, organized enough to follow through, and independent enough that nobody needs to hand you your next task every morning.

We care more about initiative, judgment, curiosity and how fast you learn than about an impressive résumé. Sales or customer-success experience helps but isn't required. Experience selling AI, SaaS or other tech is a strong bonus, and so is experience working with small businesses. Startup experience helps too.

You need to live in or near Kitchener-Waterloo and be able to get around the region regularly. A big part of this job happens face to face with business owners, away from the laptop.

Compensation

This is a commission-only role with equity. There is no base salary.

For recurring revenue from customers you bring in:

35% of collected recurring revenue in the customer's first year
Performance accelerators up to 45%
20% in the customer's second year
10% in the customer's third year
0.25-0.75% equity in FrontSail AI, depending on experience, scope and commitment, subject to vesting

Commission is uncapped.

We built commission around recurring revenue on purpose. If you find a great customer, help them succeed and they stay for years, you keep sharing in that relationship. It keeps both of us focused on customers who stay, not on how many contracts get signed.

This probably isn't for everyone

If you want an established company, a predictable salary, a defined territory, polished sales scripts and a manager handing you qualified leads, there are better jobs out there for you. This is earlier and messier than that.

But if you want to get close to customers, learn how businesses really work, sell AI, have a say in what gets built, and help shape a company while it's small enough for your decisions to matter, we'd like to meet you.

How to apply

Skip the generic cover letter. Send us a short introduction that answers three questions:

Why does this kind of role appeal to you?
Pick one local business in Kitchener-Waterloo you'd approach first. Why that one?
Look at frontsail.ai. What would you change about our message, content, illustrations or positioning to make it more compelling to local business owners, and why?

We care more about how you think, communicate and take initiative than about how polished your résumé is. We want someone who wants to build this function and, eventually, lead what they helped create.

Apply About employer

More about this job

Responsibilities

Find and engage local businesses, understand their operational challenges, demonstrate and sell FrontSail, and guide customers through onboarding and ongoing success. Gather customer and prospect feedback, test sales approaches, and work with the founders to improve the product, positioning, processes, and future sales and customer-success playbooks.

Requirements

Candidates should live in or near Kitchener-Waterloo, be comfortable with in-person outreach and cold calls, and be able to work independently, listen well, and follow through. Sales or customer-success experience is helpful but not required; experience with AI, SaaS, technology, small businesses, or startups is a bonus.

Skills

Prospecting
Cold Calling
Sales
Customer Success
Customer Onboarding
Product Demonstrations
Relationship Management
Active Listening
Needs Assessment
Negotiation
Customer Retention
Market Research
Customer Feedback
Sales Playbook Development
Initiative
Communication

Benefits

Equity

Visa sponsorship

Not detected in the job text

Keywords

Artificial Intelligence
AI Assistant
SaaS
Software Development
Small Businesses
Sales
Customer Success
Prospecting
Cold Calling
Email Outreach
Referrals
In-Person Sales
Product Demonstrations
Customer Onboarding
Recurring Revenue
Commission
Equity
Customer Retention
Customer Feedback
Market Research
Sales Playbooks
Customer-Success Playbooks
CRM
Work Orders
Quotes
Invoices
Lead Management
Waterloo Region

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