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Top 15 InsurTech Angel Investors in Canada in September 2025

Last updated: Sep 2025 A list of 15 angel investors that invest in Insurtech startups based in Canada. We rank investors based on the number of investments they made in Insurtech companies from Canada. We update this investor list every month.

Top 15 InsurTech Angel Investors in Canada in September 2025

Investor	InsurTech Canada investments
Joe Canavan	2
Neil Mitchell	2
Nicolas Bouchard	2
Don Fox	2
Mike McDerment	1
Joseph Fung	1
Sid Sankaran	1
Phil Gibson	1
Steve Chen	1
Jim Texier	1
Michael McDerment	1
Louis Beryl	1
Jameson Hsu	1
Sid Sankaran	1
Mohsen Moazami	1

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Investor list

Joe Canavan, principal of Canavan Capital

Investment focus

FinTech, Finance, InsurTech
Seed
Canada

Portfolio highlights

YouSet — YouSet's online platform helps you find the best insurance coverage instantly. Get an insurance quote in 4 minutes and save up with YouSet.

Neil Mitchell, former managing director at Marsh

Investment focus

FinTech, Finance, InsurTech
Seed
Canada

Portfolio highlights

YouSet — YouSet's online platform helps you find the best insurance coverage instantly. Get an insurance quote in 4 minutes and save up with YouSet.

Nicolas Bouchard, founder of DuProprio.

Investment focus

FinTech, Finance, InsurTech
Seed
Canada

Portfolio highlights

YouSet — YouSet's online platform helps you find the best insurance coverage instantly. Get an insurance quote in 4 minutes and save up with YouSet.

Don Fox, former executive vice president at Intact.

Investment focus

FinTech, Finance, InsurTech
Seed
Canada

Portfolio highlights

YouSet — YouSet's online platform helps you find the best insurance coverage instantly. Get an insurance quote in 4 minutes and save up with YouSet.

Mike McDerment

Investment focus

Computer, Software, InsurTech
Seed
Canada

Portfolio highlights

Briza — Briza gives commercial insurance carriers broad digital distribution for their products with a single integration, connecting them to wholesalers, retailers, SaaS platforms.
SoapBox — Spinach is an AI meeting assistant, which helps run your meeting, summarizes the conversation and automates post-meeting tasks. Spinach integrates with your existing tools and supports 100 languages. -

Joseph Fung is the CEO and Co-founder of Uvaro.

Investment focus

Software, Information Technology, B2B
Seed, Angel, Pre-Seed
Canada

Portfolio highlights

FindBoB — Using behavioral analytics, the only machine learning platform focused on succession planning and talent management within the financial services industry.
Roadmunk — Create and present boardroom-ready product roadmaps. Collaborate, prioritize, share plans and solicit feedback using one roadmap tool.
Skritswap — skritswap has AI technology that enables anyone to understand anything regardless of complexity.

Sid Sankaran is the Group CFO of FWD Group. He previously worked at SiriusPoint as a Chairman and CEO. Sid Sankaran attended the University of Waterloo.

Investment focus

InsurTech, Insurance
Seed
Canada

Portfolio highlights

Briza — Briza gives commercial insurance carriers broad digital distribution for their products with a single integration, connecting them to wholesalers, retailers, SaaS platforms.

Phil Gibson

Investment focus

FinTech, Finance, InsurTech
Seed
Canada

Portfolio highlights

YouSet — YouSet's online platform helps you find the best insurance coverage instantly. Get an insurance quote in 4 minutes and save up with YouSet.
QuickFacts — Insurance software for brokers. The first website they open in the morning. We save them up to 2 hours every day. Built by brokers for brokers.

Steve Chen was an internet entrepreneur and the co-founder and previous Chief Technology Officer of YouTube. Born in August 1978 in Taiwan. Raised in Taiwan, Chen and his family immigrated to the United States when he was 15.After graduating from the University of Illinois at Urbana-Champaign, Chen worked at PayPal, where he met Chad Hurley andJawed Karim. In 2005, the three founded YouTube, a website designed to simplify video sharing online.Chen was named one of the "The 50 people who matter now" by Business 2.0 magazine in 2006. That year, he and Hurley sold YouTube to Google, Inc. for $1.65 billion in stock.Chen most recently co-founded AVOS Systems with YouTube co-founder Chad Hurley.

Investment focus

Software, E-Commerce, Internet
Seed, Series A, Series B
United States, Canada, Taiwan

Portfolio highlights

Artue — Artue is pioneering the art industry's digital transformation.
E-Pal — E-Pal connects high-caliber gamers worldwide, offering you supportive gaming companions anytime, anywhere. You'll never battle alone!
Beaubble — beauty + bubble = beaubble [byoo-buhl] playground for beauty enthusiasts

Jim Texier is a Chief Technology & Product Officer at Lightspeed Commerce.

Investment focus

Software, FinTech, Finance
Series A, Seed
Canada, France

Portfolio highlights

Malou — Malou offers food marketing and digital marketing solutions for restaurants. The company also offers content management, restaurant marketing, reputation management, presence management, and SEO solutions.
YouSet — YouSet's online platform helps you find the best insurance coverage instantly. Get an insurance quote in 4 minutes and save up with YouSet.
Botpress — Botpress is a modern developer stack to build enterprise and open-source chatbots. Learn about our conversational AI platform built for developers.

Mike McDerment is the co-founder and CEO of FreshBooks, planet earth’s #1 cloud accounting solution designed for small business owners. In 2003, Mike built FreshBooks for his design firm, scratched his own itch, then moved into his parent’s basement for 3.5 years to get FreshBooks off the ground. Since then over 5,000,000 people have usedFreshBooks to save time billing and collect billions of dollars. Mike and his team dedicate themselves to executing extraordinary experiences everyday for small business owners who want to focus on the work they love, instead of on their paperwork.

Investment focus

CRM, SaaS, Software
Seed
Canada, United States

Portfolio highlights

Briza — Briza gives commercial insurance carriers broad digital distribution for their products with a single integration, connecting them to wholesalers, retailers, SaaS platforms.
InsightSquared — InsightSquared offers the industry's most complete and flexible Revenue Intelligence Platform, featuring six integrated solutions in one. We empower revenue professionals to make better decisions by equipping them with actionable, real-time intelligence that drives predictable growth. B2B organizations worldwide rely on InsightSquared to buildstronger, healthier pipelines, improve conversion rates, target rep coaching, boost forecast accuracy and significantly increase competitive win rates. For more information, visit www.insightsquared.com.

3X Founder of Earnest, SolidEnergy, and now working on the next one. Formerly a16z and YC. Active angel investor and board member.

Investment focus

Software, FinTech, Financial Services
Seed, Series A, Funding Round
United States, Canada, United Kingdom

Portfolio highlights

TokerBud — TokerBud, a cannabis website, is known for its exceptional products. Their website is a showcase of diverse cannabis varieties, from traditional flower strains to potent concentrates and appetizing edibles, serving different customer requirements and tastes. The platform's user-friendly design and commitment to superior quality
UberPlug — UberPlug, an eCommerce website, is known for its exceptional cannabis products. Their website is a showcase of diverse cannabis varieties, from traditional flower strains to potent concentrates and appetizing edibles, serving different customer requirements and tastes. The platform's user-friendly design and commitment to superior quality
OnRamp — Move onboarding projects along faster by putting customers at the center of a simple, guided experience. OnRamp is the customer onboarding platform built for customer success and implementation teams.

Jameson is a three time entrepreneur and avid world traveler. Most recently Mr. Hsu was CEO and co-founder of Pieceable Software, a company that enabled iOS app virtualization in the cloud so that any app could be consumed in a web browser. Pieceable was acquired by Facebook in 2012.Prior to that Mr. Hsu was CEO and co-founder of Mochi Media,an ad network and distribution platform for Flash games that reached over 180M monthly uniques. In 2010 Mochi Media was acquired by Shanda Games. Jameson’s first company was a design and advertising agency in New York called WDDG. The company started with advertising and eventually forayed into game development and publishing as Fun Tank (which was later acquired by Publishers Clearing House in 2011).

Investment focus

Big Data, Analytics, Mobile
Seed, Angel, Convertible Note
United States, Canada

Portfolio highlights

Sunglass — Sunglass.io uses the web to enable designers to collaboratively build tomorrow's products, buildings and cities.
Lydia.ai — Lydia AI uses alternative data to make life and health insurance personalized, easier to buy and more inclusive
PicnicHealth — We collect all your medical records in a secure, digital timeline. And we empower you to be part of something bigger by contributing to research, anonymously.

Sid Sankaran is the Group CFO of FWD Group. He previously worked at SiriusPoint as a Chairman and CEO. Sid Sankaran attended the University of Waterloo.

Investment focus

InsurTech, Insurance
Seed
Canada

Portfolio highlights

Briza — Briza gives commercial insurance carriers broad digital distribution for their products with a single integration, connecting them to wholesalers, retailers, SaaS platforms.

Mohsen Moazami is the Founder and Managing Partner at Seif Capital. He attended Stanford University.

Investment focus

Analytics, Software, Big Data
Seed, Series A, Series B
United States, Canada

Portfolio highlights

Tulip — Direct-to-consumer personal insurance
Graphdive — GraphDive’s API gives you actionable insights into your users’ top interests and key demographic data. Their personalization platform parses through billions of social data points to truly understand users and show them what they really want.
Lydia.ai — Lydia AI uses alternative data to make life and health insurance personalized, easier to buy and more inclusive

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