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Top 20 SaaS Companies in Winnipeg, Canada, May 2026

As of May 2026, there are 20 SaaS companies based in Winnipeg. They have combined revenues of $91.1M and employ 591 employees. They've raised $46.9M in capital and serve 186K customers combined.

Companies
20
Revenue
$91.1M
Funding
$46.9M
Employees
591

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Top SaaS Companies in Winnipeg

Showing 10 of 20 companies ranked by annual revenue.

1
DASCH

Winnipeg, Manitoba, Canada

DASCH is dedicated to enhancing the lives of people with intellectual disabilities and fostering inclusivity within our communities. The organization was established in 1974 and aims to build a community of inclusion where individuals are valued and enabled to live to their full potential.

Revenue
$36M
Customers
-
Year founded
1974
Funding
-
Team size
206
Growth
-
2
Bold Commerce

Winnipeg, Manitoba, Canada

Operator of a software development company intended to provide e-commerce solutions for innovative brands. The company's suite of products address the core needs of wholesale and B2B merchants, including subscriptions, automation, personalization, payment experience, customization, loyalty, and retention, enabling clients to offer their services by integrating applications onto their platform and create a better shopping experience for their customers.

Revenue
$21.2M
Customers
86K
Year founded
2013
Funding
$45.3M
Team size
146
Growth
51.86%
3
Telpay

Winnipeg, Manitoba, Canada

Since 1985 Telpay has been processing electronic bill payments and payroll direct deposits for Canadians. Telpay Inc. is the largest independent processor of electronic funds transfers (EFTs) in Canada, processing over $17.7 billion. Telpay was founded as a division ComCheq Services Ltd (1968), Canada’s first and later largest outsourced payroll service. Telpay revolutionized the payments industry by designing the first system giving people the ability to pay a bill over the telephone. By the 1990s, Telpay had introduced online bill payment systems to Canadian financial institutions. Telpay continues to provide bill payment processing for financial institutions. Telpay remains the leader in the Canadian electronic payment (EFT, Direct deposit) payment industry. Tens of thousands of businesses use The Telpay Payment System to accept electronic/online payments, and to pay employees, suppliers, government remittances, contractors in Canada and Internationally. Telpay for Business is among Telpay’s most innovative products as it allows a business to eliminate almost 100% of their payables and payroll cheque payments. Users of the most advanced electronic payment system in Canada can pay anyone, are not required to contact/inform their suppliers (Telpay’s enrolment team will contact suppliers), has advanced security features, and can approve payments while away from the office.

Revenue
$8.5M
Customers
-
Year founded
1985
Funding
-
Team size
77
Growth
-
4
Upfeat

Winnipeg, Manitoba, Canada

Upfeat is focused on one thing - creating solutions to help digital publishers. We create technology that can be used by publishers to augment their existing technology stack, giving them a competitive edge. Our tools center around content analytics, affiliate monetization, and digital publishing. Using our platform and tools, our partners are able to deliver exceptional content that opens up new revenue streams. We work together to make sure that their teams have the digital tools that allow them to maximize the revenue they receive from their content.

Revenue
$5.7M
Customers
-
Year founded
2016
Funding
-
Team size
23
Growth
53.71%
5
PriceMole

Winnipeg, Manitoba, Canada

Saas eCommerce & Automation Platform

Revenue
$4M
Customers
100K
Year founded
2017
Funding
$100K
Team size
1
Growth
-
6
ExpensePoint

Winnipeg, Manitoba, Canada

Trusted by over 70,000 users across 106 countries, ExpensePoint delivers comprehensive expense management for midsize to enterprise organizations. Our intuitive application eliminates reporting frustrations through powerful automation features: advanced mobile receipt capture, GPS mileage tracking, exceptional receipt-to-data conversion and customizable approval workflows. Supporting 14 languages with robust currency and tax management capabilities, ExpensePoint seamlessly connects with all major accounting systems through flexible integration options.

Revenue
$3.4M
Customers
-
Year founded
2000
Funding
-
Team size
31
Growth
-
7
Taiv

Winnipeg, Manitoba, Canada

A box that lets businesses replace commercials in live TV with their own content.

Revenue
$3.1M
Customers
-
Year founded
2020
Funding
-
Team size
31
Growth
54.94%
8
Chekkit

Winnipeg, MB, Canada

At Chekkit, we empower businesses to attract more leads, convert them into sales, and nurture loyal, long-term customers. Our all-in-one platform streamlines communication, helping you manage customer interactions with ease. Key features include: All-In-One Inbox: Keep all messages in one place. Reviews: Manage and grow your online reputation. Textchat: Engage with customers in real time. Campaigns: Reach customers with personalized messages. Smart Replies: Automate responses for faster communication. Mobile App: Stay connected on the go. Scheduler: Simplify appointment bookings. Textable Landline: Send and receive texts on your business number. Video Chat: Connect with customers face-to-face. Review Widget: Showcase customer feedback on your website. Departments & Integrations: Organize your teams and connect with the tools you already use. We make customer communication simple, efficient, and effective—so you can focus on growing your business.

Revenue
$2.1M
Customers
-
Year founded
2016
Funding
-
Team size
14
Growth
-
9
Emerge Knowledge Design Inc.

Winnipeg, Manitoba, Canada

Emerge Knowledge Design Inc. (developers of the Re-TRAC platform) is a mission-driven company committed to helping accelerate the transition to a circular economy. The Re-TRAC platform, first launched in 2004, has grown into a full-service suite of data management and analytics solutions that government agencies and other organizations use to efficiently collect, manage, and analyze recycling and solid waste data. Today, over 60,000 organizations across the U.S. and Canada rely on Re-TRAC to participate in reporting programs, track recycling and waste diversion, and publish information online. Emerge Knowledge is home to environmental and technology professionals who are passionate about creating innovative solutions that advance sustainability. Learn more about Emerge Knowledge by visiting www.re-trac.com.

Revenue
$1.7M
Customers
-
Year founded
2001
Funding
-
Team size
15
Growth
-
10
Bookedin

Winnipeg, Manitoba, Canada

The pain-free appointment booking app for your business. Our software provides a free booking webpage so your clients can book appointments for services online anytime, anywhere. You can schedule your day, manage your staff, and collect online payments too. It's easy to use, sets up in seconds, and best of all, it's free to try! Let us help you! #BookBetter #GetBookedin #Bookedin

Revenue
$880K
Customers
-
Year founded
2010
Funding
-
Team size
8
Growth
-