Best Internet First Insurance Platforms Companies in Ontario, Canada
The 56 best Internet First Insurance Platforms companies in Ontario, Canada in 2026, ranked by funding and momentum. Funding, investors, founders, valuation, tech stack and live signals. Top: Rates.ca.
Ranked: Best Internet First Insurance Platforms companies in Ontario
| # | Company | Disclosed funding | Last round | Stage | Founder | Founded | Tech stack | Patents & IP focus | Recent signals |
|---|---|---|---|---|---|---|---|---|---|
| 1 | Rates.ca Online insurance comparison platform for individuals | $51M | 64 mo ago | Acquired | Igal Mayer President & CEO | 2014 | SentryZendeskApple iCloud Mail+25 | — | — |
| 2 | BOXX Insurance Provider of cyber insurance and security solutions for businesses and homes | $24M | 41 mo ago | Acquired | Vishal Kundi Founder & CEO | 2018 | WordPressMySQLPHP+38 | — | — |
| 3 | PolicyMe Online life insurance comparison platform for individuals 64Tech top 25%Market top 35%Talent top 38%Moat top 39% All 8 signals ▾Techtop 25% Markettop 35% Talenttop 38% Moattop 39% Fundingtop 43% Growthbottom 48% Globalbottom 39% Newsbottom 18% Tech: 47 technologies across 6/8 capability areas · Cloud: Amazon Alb, Amazon Cloudfront Market: 2,802 employees (top 2% of FinTech) · Top-1,000,000 web property rank vs industry peers · Fliar Intelligence Index 64/100 | $16M | 15 mo ago | Series B | Andrew Ostro Co-Founder & CEO | 2018 | WebflowSentryMarker+35 | — | — |
| 4 | Foxquilt Platform enabling formation of social groups to avail insurance savings 42Growth top 35%Moat top 39%Tech top 41%Funding top 44% All 10 signals ▾Growthtop 35% Moattop 39% Techtop 41% Fundingtop 44% Producttop 49% Talentbottom 49% Innovationbottom 46% Globalbottom 36% Marketbottom 35% Newsbottom 21% Growth: Fresh capital in last 24 mo Moat: Editorial + unicorn rating 7/10 · 10 curated direct competitors tracked rank vs industry peers · Fliar Intelligence Index 42/100 | $11M | 14 mo ago | Series B | Mark Morissette Founder & CEO | 2016 | SanityApple iCloud MailGoogle Workspace+20 | — | 1 partnership |
| 5 | Cyberboxx Online cyber insurance platform for small & medium businesses | $10M | 57 mo ago | Series A | Mike Senechal Co-Founder | 2018 | — | — | — |
| 6 | Intelligent Mechatronic Systems Provider of telematics solutions for insurance | $4M | 155 mo ago | Acqui-Hired | — | 1999 | — | — | — |
| 7 | Terminal API-based platform for integration of telematic solutions into applications | $3M | 31 mo ago | Seed | — | 2023 | TurbopackEmotionSentry+17 | — | 1 job opening |
| 8 | Zensurance Insurance platform for SMEs | $2M | 96 mo ago | Acquired | — | 2016 | Amazon WebstoreWordPressApple iCloud Mail+44 | — | 5 awards |
| 9 | Sitata Online platform that provides location-based health & other emergency information for travelers | $120K | 91 mo ago | Seed | Mark Pavlides Advisor to Founder | 2012 | BreakdanceWordPressMySQL+16 | — | — |
Top 10 Internet First Insurance Platforms companies in Ontario
#1
Series B · Toronto, Ontario · founded 2018 · 2802 employees$15.8Mraised▾
Online life insurance comparison platform for individuals. It provides quotes for term life insurance and whole life insurance. Its insurance partners include RBC Insurance, Manulife, Canada Life, and more. It also offers insurance claims assistance solutions.
- Apr 2025Series B$21.6M
- Apr 2025Conventional Debt—
- Sep 2022Series A$13.5M
- Jul 2022Conventional Debt$5M
#2
Series B · Toronto, Ontario · founded 2016 · 52 employees$11.1Mraised▾
Foxquilt is a platform which enables users to form social groups and using group purchasing power, avail savings on premiums, reduced deductibles and further savings at renewal. Leverages a sharing economy technology platform so that groups of individuals or businesses seeking the same type of insurance can band together to save. As of Oct'18, the platform is yet to launch a product.
- Apr 2025Series B$216.9K
- Jul 2023Series B$12M
- Sep 2021Series A$6.3M
- Feb 2020Seed$2.6M
#3
Acquired · Toronto, Ontario · founded 2018 · 43 employees$24.5Mraised▾
Provider of cyber insurance and security solutions for businesses and homes. It offers tools to help prevent, respond to, and recover from digital risks. Coverage protects technology providers from claims related to software, service, or product failures. Support tools help businesses monitor threats, guide response, and strengthen cybersecurity. The company develops cyber protection services to enable corporate partners to provide solutions to their customers.
- Jan 2023Series B$14.4M
- Sep 2021Series A$10M
#4
Seed · Toronto, Ontario · founded 2023 · 2 employees$3.1Mraised▾
API-based platform for integration of telematic solutions into applications. The platform enables users to track vehicle location, report unsafe driving behaviors, monitor driver's hours of service, fleet management, and more.
- Dec 2023Seed$3.1M
#5
Acquired · Toronto, Ontario · founded 2014 · 400 employees$51Mraised▾
Rates.ca provides an online insurance comparison platform for individuals. It offers quotes for auto insurance, travel insurance, life insurance, home insurance, health insurance, and more. It also offers an investment and bank account comparison platform.
- Mar 2021Series C$51M
- Mar 2021Conventional Debt—
#6
Series A · Toronto, Ontario · founded 2018$10Mraised▾
Cyberboxx provides an online cyber insurance platform for small & medium businesses. It offers coverage for data hacking, data breaching, data security, and more. It also offers quoting and binding software for insurance brokers. It offers subscription-based insurance policies.
- Sep 2021Series A$10M
#7
Acqui-Hired · Waterloo, Ontario · founded 1999 · 140 employees$4Mraised▾
Provider of telematics solutions for insurance. It provides telematics solutions to deliver the connected car experience. It is targeted toward usage-based insurance but also can provide a host of other services like monitoring, training, reward points, and fleet management.
- Jul 2013Conventional Debt$4M
#8
Acquired · Toronto, Ontario · founded 2016 · 15 employees$2.2Mraised▾
Zensurance is an online platform that helps startups and small businesses to manage all their business insurance needs. It lets them to identify the policies tailored to their businesses and compare rates from insurance companies. It provides insurance quotes for hotel, media, financial services, real estate, healthcare industry etc.
- Jul 2018Seed$1.2M
- Nov 2016Seed$1M
- Oct 2016Grant (prize money)$25K
#9
Seed · Toronto, Ontario · founded 2012 · 20 employees$120Kraised▾
Online platform that provides location-based health & other emergency information for travelers. The app monitors health & safety threats such as disease outbreaks, violent protests, civil disruptions, extreme weather & provides location-based alerts for users. Provides emergency numbers, hospital locations, vaccination, and medication recommendations tailored to the user's itinerary. Users can also share their travel experiences on the app about safety and other local scams. The company also provides services to travel health practitioners, corporations, and insurance providers.
- Dec 2018Seed—
- 2018Seed$120K
#10
Seed · Ottawa, Ontario · founded 2015 · 20 employees—raised▾
Raven Connected offers IoT-enabled vehicle tracking & driver monitoring solutions. It offers dash cameras for personal and business purposes. It offers features like vehicle monitoring, critical event detection, security alerts, Wifi-hotspots, navigation, etc. The mobile app is available for both Android and iOS devices.
- Jul 2022Seed—
- Jul 2018Seed—
Funding & investor landscape
Notable founders
Market landscape — 10 sub-themes by coverage
Share of Internet First Insurance Platforms coverage by sub-theme.
Regulatory-risk over time rising
Funding & growth over time
funding rising · growth rising
Common questions
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