Skip to content

Canada's Business and Tech Newsroom

  • Professional Subscription
  • Partnerships & Advertising
  • Licensing & Syndication
Log In Subscribe
Welcome,
  • My Account
  • Log Out
  • Business
  • Tech
  • National
  • The Big Read
  • Briefings
  • Commentary
Search
Log In Subscribe
Welcome,
  • My Account
  • Log Out
News

Square wants to bring more products to Canada as competition heats up

MONTREAL — Square has big ambitions for Canada, where it is looking to roll out more of its products at a time when payments companies are competing to reach merchants with an ever-increasing array of services, from e-commerce to loans.

News

Square wants to bring more products to Canada as competition heats up

By Jon Victor
A Square reader.
A Square reader. Photo: Square | Handout
Aug 12, 2021
A A
A Small A Medium A Large
Share

Gift

Share

MONTREAL — Square has big ambitions for Canada, where it is looking to roll out more of its products at a time when payments companies are competing to reach merchants with an ever-increasing array of services, from e-commerce to loans.

Talking Point

Square’s head of global sales says the company is looking to bring its full suite of products to Canada, where other commerce companies like Lightspeed and Shopify are also racing to reach merchants with more offerings.

The San Francisco-based fintech company says it is growing rapidly in the country, its first expansion market beyond the U.S. It has doubled its sales staff in Canada each year for the last two years, and plans to continue hiring at a similar rate, said Ashley Grech, Square’s global head of sales, in an interview with The Logic. 

“We’ll continue to see that type of investment, particularly because we just feel a real appetite from small, medium and large businesses to try something new,” Grech said. 

Meanwhile, as the company plots how to bring more of its services to Canada, an increasing number of competitors are fighting to reach vendors with products of their own. Lightspeed and Fiserv-owned Clover are just two companies vying for a greater share of the POS terminal market. Shopify, and more recently, Lightspeed, compete with Square in e-commerce (Square acquired website builder Weebly in 2018 to allow its merchants to more easily build e-commerce sites) in addition to key areas like payment processing.

Square has hundreds of employees across four offices in Canada, its largest international presence, according to a spokesperson; it also operates in Japan, Australia, Ireland, Spain, Norway and the U.K. As of publication time, it was hiring for 54 roles based in Toronto, according to its website.

The company, co-founded by Jack Dorsey in 2009, first brought its signature white card reader to the Canadian market in 2012. In addition to its point-of-sale hardware, it now offers a variety of software products, including tools to help businesses build loyalty programs or set up online stores.

Still, only some of Square’s products have been released in Canada. Products available in the U.S. but not in Canada include Cash App, its peer-to-peer payment service, and Square Capital, which offers loans to businesses. “Our No. 1 goal as a company at this point is product parity across all countries,” Grech said.

Square hasn’t specified when it aims to release Cash App in Canada, where a number of fintechs are developing peer-to-peer payment services, despite Interac e-Transfer’s dominance in the payments market. A new Real-Time Rail was supposed to make it easier for fintechs to provide services that rival e-Transfer, but the organization in charge of developing the infrastructure has considered stripping away some features from its initial launch, The Logic previously reported, limiting its benefits for tech companies.

Another area in which Square hopes to make further strides is lending, where Shopify and Lightspeed have been gaining some traction. Still, varying regulatory requirements in different jurisdictions make rolling out the product in more regions a slow process, Grech said.

“Each country will have different lending laws, and different requirements for lending for non-bank financial institutions,” Grech said. “I can’t speak to timeline, but we hear the same demands from our Canadian businesses. They want it, and so we’re working on it.”

One way Square could gain an edge over its competitors is through an upcoming buy-now, pay-later offering: earlier this month, Square announced it was buying Australia-based Afterpay for US$29 billion. The BNPL provider, which launched in Canada last year, offers customers the ability to pay for purchases in four interest-free installments, encouraging increased spending with vendors that partner with the service.

MoffettNathanson analyst Lisa Ellis wrote in a research report last week that the acquisition will help Square’s products stand out in an increasingly crowded market. Afterpay will also help Square expand its international presence, with more than 50 per cent of its business concentrated outside the U.S., compared with more than 90 per cent of Square’s gross profits coming from the U.S., according to MoffettNathanson. Some of Afterpay’s most prominent partners in Canada include Aritzia, Lululemon and Bed Bath & Beyond.

“Because Afterpay brings merchants a demonstrable increase in ticket size and conversion rates, the integration of Afterpay into Square’s seller offering will help the seller business differentiate itself from alternative providers,” Ellis wrote.

Gift the full article

Canada’s BNPL sector has been building momentum in recent months, with Klarna expanding its presence in the country and Visa announcing a new installment program in partnership with Scotiabank. 

Rival Lightspeed doesn’t have plans to roll out a BNPL service of its own for now, CEO Dax Dasilva told The Logic last week, though it has a partnership with PayBright—a Toronto-based company that Affirm purchased in January. In her note, Ellis suggested that Square’s acquisition of Afterpay could trigger further consolidation in the sector.

For Square, BNPL has been among the top product requests from vendors in annual reports compiled by the company’s sales and customer-service teams, Grech said.

Within the Canadian market, Square has seen particular growth among food and beverage vendors in the past few years, Grech said. The number of sellers in that sector has grown by an average of 16 per cent per year since 2016, while the number of customers in that category with more than two locations has increased 44 per cent annually since 2016, she said.

As of March, the number of middle-market sellers, or businesses with revenues roughly between $10 million and $1 billion, has grown more than 15 times in Canada in the last five years, Grech said.

Editor’s note: This article has been updated to clarify that Square doubled its sales staff in Canada. A previous version did not specify which department had increased staff.

#fintech #Square

Loading...

Thanks for sharing!

You have shared 5 articles this month and reached the maximum amount of shares available.

Close
This account has reached its share limit.

If you would like to purchase a sharing license please contact The Logic support at [email protected].

Close
Want to share this article?

Upgrade to all-access now

Close
Gift the full article!

You have gifted 0 article(s) this month and have 5 remaining.

Copy link and gift
Copy Link
Email to a friend
Send Email
Gift on Social Media

Recipients will be able to read the full text of the article after submitting their email address. They will not have access to other articles or subscriber benefits.

A Square reader.

Photo: Square | Handout

Most Popular This Week

Andrew Forde, wearing a beige tweed blazer, black slacks and a white sweater, speaks on a stage at the Elevate conference in Toronto with three large blue screens in the backdrop. One screen displays the session topic, AI, another displays the logos for sponsors KPMG and Google, and a third screen depicts a photo of a stop sign covered in stickers. The stop-sign photo is labelled, “Stickers that beat supercomputers.”
News

KPMG’s AI whisperer says some Bay Street firms are falling into a productivity trap

By Anita Balakrishnan
The Big Read

ApplyBoard faces a reckoning as Canada’s immigration boom turns into a bust

By Claire Brownell and David Reevely
A shot of Anthony Hu in a semi-dark office, with his face illuminated by two computer screens.
The Big Read

Anthropic’s Mythos cracked software open like an egg. It’s just the beginning

By David Reevely
Susan Hawkins, chief executive officer of Payments Canada gestures with her hands as she speaks on stage in front of black screen at the Payments Canada Summit in Toronto.
Exclusive

Not all banks and fintechs will get access to the Real-Time Rail at launch

By Claire Brownell

In-depth, agenda-setting reporting

Great journalism delivered straight to your inbox.

Commentary

Carmichael: If an AI jobs apocalypse is coming, we’re not seeing it in the data

By Kevin Carmichael

Briefing

Anthropic says world needs option to slow AI development, as models learn to self-improve

By Murad Hemmadi   |   Jun 5, 2026

Ottawa taps the brakes on efforts to speed up project permitting

By Laura Osman   |   Jun 5, 2026

Kevin O’Leary scales back Wonder Valley Utah plans after objections from a key state legislator

By David Reevely   |   Jun 5, 2026

Best business newsletter in Canada

Get up to speed in minutes with insights and analysis on the most important stories of the day, every weekday.

Exclusive events

See the bigger picture with reporters and industry experts in subscriber-exclusive events.

Membership in The Logic Council

Membership provides access to our popular Slack channel, participation in subscriber surveys and invitations to exclusive events with our journalists and special guests.

Recent Popular Stories

News

Canada’s surprise plan to buy Saab command jets leaves competitors seeking answers

By David Reevely   |   May 29, 2026
A closeup of a scale model of a jet covered in pixellated camouflage, with sensor equipment attached to the top of its fuselage. There are civilians and uniformed military personnel milling in the background.
Exclusive

Canada awards Ford $464M to make F-Series trucks in Ontario

By Murad Hemmadi, Anita Balakrishnan and Joanna Smith   |   May 7, 2026
Blurred red, white and black cars zoom down a street in front of Ford’s Oakville, Ont., assembly plant on Friday April 5, 2024.
News

European and Asian firms want a stake in Canada’s photonics factory, Joly says

By Murad Hemmadi   |   May 7, 2026
The Big Read

ApplyBoard faces a reckoning as Canada’s immigration boom turns into a bust

By Claire Brownell and David Reevely   |   May 27, 2026
Exclusive

RBC Insurance chief to depart in shakeup of key strategic role

By Chaimae Chouiekh and Anita Balakrishnan   |   May 27, 2026
Low-angle view of an RBC logo sign in front of a tall glass-and-concrete office tower, with surrounding skyscrapers visible in the background.
Exclusive

Shopify makes cuts to its operations team in latest round of layoffs

By Aleksandra Sagan   |   May 4, 2026
Tobias Lutke in a black shirt and grey jeans sitting on a couch, gesturing with both hands pinching the air as he speaks

Canada's most influential executives and policymakers are reading The Logic

  • CPP Investments
  • Sun Life Financial
  • C100
  • Amazon
  • Telus
  • Mastercard
  • bdc
  • Shopify
  • Rogers
  • RBC
  • General Motors
  • MaRS
  • Government of Canada
  • Uber
  • Loblaw Companies Limited
logic-logo

Canada's Business and Tech Newsroom

100% human-crafted journalism

Newsroom

  • News Tips
  • AI Policy
  • Editorial Disclosures
  • Story Pitches

Company

  • About Us
  • Terms of Service
  • Privacy Statement
  • Corporate Information

Contact

  • Contact Us
  • Advertise
  • FAQs
  • Work at The Logic

© 2026 The Logic Inc. All Rights Reserved.

Trusted by leaders

Error

Account creation failed.

Please email us at [email protected].

Create Account

[wppb-register form_name=”cozmo-registration-form-for-modal”]

I do have an account
Login
or

[wppb-login]

I don’t have an account