CompanyHQLatest valuationReported revenueLatest round
1Password
Cybersecurity / Identity and password management
 Toronto US$6.8 billion More than US$400M ARR Jan 2022 · Series C
Ada
AI / Customer service automation
 Toronto US$1.2 billion Not disclosed May 2021 · Series C
ApplyBoard
Education technology / International student recruitment
 Kitchener C$4 billion Not disclosed Sep 2024 · Credit facility
Benevity
Corporate purpose software / Employee giving and volunteering
 Calgary About US$1.1 billion About $100M annual revenue Dec 2020 (closed early 2021) · Controlling stake acquired
Clearco
Fintech / Revenue-based financing for e-commerce
 Toronto Over US$2 billion at its 2021 peak Not disclosed 2023 · Series D (recapitalization)
Clio
Legal technology / Vertical SaaS
 Vancouver US$5 billion More than US$500M ARR Nov 2025 · Series G
Cohere
Artificial intelligence / Enterprise large language models
 Toronto US$6.8 billion More than US$100M annualized revenue Aug 2025 · Equity round
Dapper Labs
Web3 / Blockchain and digital collectibles
 Vancouver US$7.6 billion Not disclosed Sep 2021 · Equity round
Float
Fintech / Business spend management
 Toronto — Not disclosed Jan 2025 · Series B
FreshBooks
Small business accounting software
 Toronto Over US$1 billion Not disclosed Aug 2021 · Equity and debt
Jobber
Vertical SaaS / Home and field service software
 Edmonton — Not disclosed Feb 2023 · Series D
KOHO
Fintech / Consumer banking
 Toronto C$1.33 billion About C$250M annual revenue, growing ~50% year over year Jun 2026 · Series E
League
Health technology / Healthcare consumer experience platform
 Toronto US$945 million Not disclosed Dec 2021 · Series C
Neo Financial
Fintech / Consumer banking and credit
 Calgary Over US$1 billion at Series C Not disclosed 2026 · Equity round
Tailscale
Developer tools / Networking and security
 Toronto About US$1.45–1.5 billion Not disclosed Apr 2025 · Series C
Trulioo
Fintech infrastructure / Identity verification (KYC/KYB)
 Vancouver US$1.75 billion Not disclosed Jun 2021 · Series D
Vena Solutions
Financial planning and analysis (FP&A) software
 Toronto — Not disclosed Apr 2021 · Series C
Waabi
Artificial intelligence / Autonomous vehicles
 Toronto Unicorn Not disclosed Jan 2026 · Series C
Wealthsimple
Fintech / Consumer investing
 Toronto C$10 billion Not disclosed Oct 2025 · Equity round