Best Gig Economy Companies in Canada
The 51 best Gig Economy companies in Canada in 2026, ranked by funding and momentum. Funding, investors, founders, valuation, tech stack and live signals. Top: FreshBooks.
- USD Analytics
- HTF MI
Ranked: Best Gig Economy companies in Canada
| # | Company | Disclosed funding | Employees | Founded | Stage | Tech stack | Web popularity | Recent signals |
|---|---|---|---|---|---|---|---|---|
| 1 | Freshlocal Solutions Freshlocal Solutions is a Vancouver-based company that is building a leadership position in the provision of… | — | 950 | 1997 | Public | — | — | — |
| 2 | FreshBooks 🦄 Provider of accounting software for invoicing, billing, payments, and payroll 69Tech top 18%Moat top 26%Funding top 29%Global top 31% All 12 signals ▾Techtop 18% Moattop 26% Fundingtop 29% Globaltop 31% Customerstop 33% Markettop 34% Talenttop 38% Producttop 43% AItop 45% Growthbottom 39% Fin. healthbottom 32% Newsbottom 27% Tech: 75 technologies across 7/8 capability areas · Cloud: Amazon Cloudfront, Amazon Web Services Moat: Editorial + unicorn rating 9/10 · Unicorn rank vs industry peers · Fliar Intelligence Index 69/100 | $154M | 673 | 2003 | Series E | SentryAtlassian StatuspageApple iCloud Mail+38 | Top 500k | 1 partnership |
| 3 | Wave Web-based accounting software for businesses | $82M | 343 | 2010 | Acquired | WebflowYouTubeGSAP+29 | Top 100k | 1 launch |
| 4 | outland group Outland Group supplies and operates full service remote workforce housing and catering. | — | 252 | 1985 | Acquired | — | — | — |
| 5 | Insta-Rent Provider of renting services based in Edmonton, Canada. | — | 250 | 2007 | Acquired | — | — | — |
| 6 | Intrawest Resort Club Group Provider of vacation clubs for its customers. The company provides various holiday homes for its clients in… | — | 201 | — | Acquired | — | — | — |
| 7 | tiggy 15 minute grocery delivery on a mission to forever change the way we buy everyday essentials. | — | 150 | 2021 | Deadpooled | — | — | — |
| 8 | Karma Casting Provider of on-demand staffing and casting agency services for various industries | — | 97 | 2015 | Unfunded | TurbopackApple iCloud MailGoogle Workspace+14 | Top 10M | 1 job opening |
Top 5 Gig Economy companies in Canada
#1
Series E · Toronto, Ontario · founded 2003 · 673 employees$153.8Mraised▾
Provider of accounting software for invoicing, billing, payments, and payroll. It offers tools for creating invoices, tracking expenses, managing clients, and generating financial reports. The software supports mileage tracking, time tracking, and project management. It also provides features for estimating, bookkeeping, and team management.
- Mar 2025Conventional Debt$125M
- Aug 2022Conventional Debt$100M
- Aug 2021Series E$80.8M
- Aug 2021Conventional Debt$50M
#2
Acquired · Toronto, Ontario · founded 2010 · 343 employees$82.4Mraised▾
Wave provides web-based accounting software for businesses. It features solutions for accounting to track income and expenses, invoicing to create and send invoices to customers with multiple templates, receipt scanning, mobile invoicing, recurring billing, and more. The mobile application is available on both IOS platform and the APK version.
- May 2019Series D—
- May 2017Series D$24M
- Oct 2016Series D$14.6M
- Jan 2016Series C$6.7M
#3
Deadpooled · Toronto, Ontario · founded 2020 · 45 employees$5Mraised▾
Developer of an online loan platform for gig economy. The product is a financial service platform for independent workers that allow users to request a loan, review the application, and receive the fund directly deposited into the bank account.
- May 2022Seed$5M
#4
Seed · Halifax, Nova Scotia · founded 2015 · 4 employees$25Kraised▾
Clockk provides time tracking software for freelancers, managers, and executives. The platform allows users to manage and track timesheets, follow projects and track time spent on them. It provides a calendar view to manage updates and notifications of the project. It can be integrated with Trello, JIRA, and Asana to track projects. It helps businesses by automating the timesheets, manage invoices and manage the business process. It offers a subscription based pricing model.
- Oct 2018Seed—
- Nov 2017Seed$25K
#5
Seed · Quebec City, Quebec · founded 2015—raised▾
Momenteo is a web-based accounting solution provider for freelancers. The features of the product are invoice generation, client management, expense management, reports generation, etc.
- Jun 2016Angel—
Funding & investor landscape
Notable founders
Market landscape — 10 sub-themes by coverage
Share of Gig Economy coverage by sub-theme.
Regulatory-risk over time rising
Funding & growth over time
funding rising · growth rising
Common questions
Rohit lives in the feed. He covers what's moving right now — the funding rounds, launches and shifts breaking across the trade press — and ties them back to where the sector is heading.