Territory Sales Partner – Square POS & Merchant Services

Ontario, Canada | Commission + Monthly Residual Income | Uncapped

Build a Territory. Build a Book of Business. Get Paid as It Grows.

We're expanding Local Merchant Services Canada across Ontario and looking for entrepreneurial salespeople who want more than a traditional sales job.

This is not a salaried position.

It's an opportunity to build your own territory selling payment processing, point-of-sale technology and business solutions powered by Square—while developing a portfolio of merchants that can generate ongoing monthly residual income.

You bring the relationships, hustle and ability to close.

We'll bring the technology, infrastructure, training and support to help you build.

The Opportunity

Every restaurant, retailer, salon, contractor, professional service business and local merchant needs a way to get paid.

Your job is to find them.

You'll develop relationships with business owners in your territory, understand how they're currently processing payments and operating their business, and introduce solutions available through the Square ecosystem.

Close a merchant and earn commission.

Build a portfolio of active merchants and develop recurring monthly residual income.

Keep building your territory and that recurring income has the potential to compound.

How You Get Paid

100% commission-based — no base salary and no earnings cap.

- Upfront commissions on successful merchant activations
- Ongoing monthly residual income from eligible active accounts
- Performance bonuses and incentives
- Unlimited prospecting and earning potential
- Build a book of business rather than starting at $0 every month

This chance is best suited to someone who values upside, independence and ownership of their results over the security of a traditional salary.

What You're Selling

You'll have access to solutions across the Square ecosystem, including:
- Payment processing
- Square Point of Sale
- Square for Restaurants
- Square for Retail




- Mobile and countertop payment hardware
- Online ordering and eCommerce
- Invoicing and recurring payments
- Customer engagement and business-management tools

That means you're not walking into businesses with a single product.

You're helping merchants find a better way to take payments and run their business.

Who We're Looking For

We're interested in people who can create opportunities—not wait for leads to appear in their inbox.

You might already be

- A B2B salesperson
- Restaurant or hospitality professional
- POS or merchant-services salesperson
- Telecom or technology salesperson
- Banker or financial-services professional
- Business consultant
- Entrepreneur or small-business owner
- Well-connected within your local business community

Merchant-services experience is an advantage, but not required.

Sales ability, consistency and the willingness to get in front of business owners matter more.

Ontario Expansion

We're actively building territories throughout Ontario:

Niagara Region: St. Catharines, Niagara Falls, Niagara-on-the-Lake, Welland, Fort Erie, Grimsby, Lincoln and Port Colborne

Hamilton & Halton: Hamilton, Burlington and Oakville

GTA: Toronto, Mississauga, Brampton, North York, Oshawa and surrounding markets

Central Ontario: Barrie, Parry Sound, Peterborough, Elora and surrounding communities

Southwestern Ontario: London, Windsor and surrounding markets

Eastern Ontario: Ottawa, Kingston and surrounding communities

Strong performers may have the opportunity to expand their territory and take on additional responsibility as we grow our Canadian sales organization.

This Isn't for Everyone.

If your priority is a guaranteed salary and waiting for assigned leads, this probably isn't the right opportunity.

If you'd rather build something, develop your own relationships, control your activity and create a recurring book of business that becomes more valuable as you grow it—we should talk.

Apply through LinkedIn and tell us two things:

Which Ontario territory you want to develop

Why you'd be effective selling to local business owners

Let's build Ontario.

📌 Territory Sales Partner – Square POS & Merchant Services (Toronto)
🏢 Local Merchant Services
📍 Toronto