Top 50 InsurTech Startup Investors in Canada (August 2026)

Portfolio highlights

• Sensibill — Sensibill is a solution for financial institutions and banks to collect, synthesize, and action customer spend data to personalize at scale. Schedule a free demo now!
• Finaeo — Finaeo is powering the future of life and health insurance with our all-in-one platform. Our digital marketplace connects carriers, brokers and clients through a fully-integrated experience.
• Wealthsimple — Being better than a bank means more of everything. Spend, trade and invest with Wealthsimple.

Portfolio highlights

• Cybrid — The Cybrid software development kit & cloud-based platform can enable you to launch crypto trading within weeks, for minimal fees. Save millions in headcount, legal, and operational costs, compared to building your own platform from scratch.
• Geolava — Geolava delivers machine reasoning about properties and infrastructure; not just what exists, but what it means, and what comes next.
• Mycroft — Mycroft is the platform that serves as your virtual Security and Compliance officer, consolidating all your security needs, supported by experts.

Portfolio highlights

• Jooycar — Jooycar is the fastest growing car telematics company and Insurecth in Latam and recently open operation in the US. We are the first company in Chile to have more than 30K connected cars and more than 100MM km processed, we are the first LatAm telematics company to have connected vehicles in Chile, Peru, Brazil Mexico and the US.The firsttelematics company to successfully operate a personal lines (first pay-per-mile program in Latinamerica) and commercial lines at the same time with www.fleetr.comFleetr Commercial Lines (US) www.fleetr.com
• RedCapital — Plataforma de financiamiento digital
• We Technologies — We Technologies deliver a highly reliable platform to operate and automate industrial equipment remotely, decreasing operational times and maximizing operations in real time. They offer a tool that allows you to change the way you operate and be more efficient. They lower costs and give peace of mind. They provide tools for the efficient managementof energy resources.

Portfolio highlights

• PolicyMe — Online, affordable term life insurance. Simple application. Backed by Canadian Premier Life Insurance. No obligation. Same-day coverage.

Portfolio highlights

• Communo — Communities of compatible marketing pros collaborating on the work they love, with the people the love, for the brands they love.
• MarketMuse — Our AI-powered software tells you what content to write (and how much) to leverage your experience and rank higher where competitors are weak.
• OnCall Health — Leading behavioral health EHR software and electronic healthcare record solutions built to modernize care, manage workflows and improve patient outcomes.

Portfolio highlights

• Gone — Gone is a goods redistribution platform that offers free pickup of gently used household products.
• Thira — Autonomous AI agents that run the enterprise back-office end to end. The back-office that runs itself.
• Prosper Medical — Prosper Medical is a telemedicine platform that connects members with physicians for personalized healthcare services.

Portfolio highlights

• BenchSci — BenchSci is the world leader in AI-Assisted Reagent Selection and Experiment Design. Our preclinical R&D SaaS platform uses machine learning to help pharmaceutical companies increase their research velocity.
• DropGenie — DropGenie is building connected hardware to automate gene editing. They are accelerating the pace of discovery through the generation of standardized and compatible scientific information.
• Nord Quantique — Nord Quantique creates quantum processors based on second-generation technology.

Portfolio highlights

• LuckyTruck — LuckyTruck | We're here to help! Buy commercial trucking insurance and manage it through one seamless platform. Get started now
• Joyn Insurance — Joyn Insurance is a Managing General Agency that underwrites commercial insurance in the Small and Middle Markets.
• Player’s Health — With a mission to create the safest environments for sports players, Players Health provides digital risk management tools and insurance solutions to sports organizations.

Portfolio highlights

• myStoria — Backed by fertility doctors. Built by patients, for patients. Track symptoms, manage diagnoses, get advice, and start moving forward.
• Streamforge — Streamforge helps companies find the most relevant creators for their games and products using the most sophisticated platform and technology on the market.
• TimeSmart.AI — A healthcare-focused solution for contract management, clinician timesheet review and approvals, payment tracking & contract compliance enforcement

Portfolio highlights

• Spotta — Spotta's smart pest systems help pest control monitor and identify pests. Solutions for hospitality, care homes, agriculture, farming and forestry.
• ClearRisk — Our easy-to-use risk management software increases productivity, creates differentiation, and adds a simple and efficient process to manage risk!
• HIGHLINEvc — HIGHLINE is a Pre-Seed investor & Acceleration Platform that helps digital startups get follow-on capital, backed by leading VCs with offices in Vancouver & Toronto.We believe in providing our founders with far more than capital. Yet unlike most accelerators, we have no rigid start/end dates throughout the year. By joining theHIGHLINE family, you get to call on us for advice on an ongoing basis, gain access to our premium network and monthly founder events. We’ll do our best to help with fundraising challenges and partner with incubators to help deliver specialized programming.

Portfolio highlights

• Wygo — This is why you've gotta go outside.
• Dessn — Design & prototype directly in your codebase, without any coding setup.
• FightCamp — FightCamp delivers at-home boxing and kickboxing with real-time punch tracking and trainer-led programs built around your data. Earn every round.

Portfolio highlights

• Backboard.io — Sovereign AI infrastructure for organizations
• Partage Club — Share more, own less
• Chatforce — Chatforce is an AI-powered game studio. Four AI agents turn your ideas into playable, shareable games in minutes. No coding required.

Portfolio highlights

• SELL IT9 — Get top cash for your tech with SELLIT9, Canada's trusted trade-in service. Free same-day pickups, convenient drop-off locations, and pre-paid shipping labels nationwide. Fast, secure, and hassle-free!
• TimeSmart.AI — A healthcare-focused solution for contract management, clinician timesheet review and approvals, payment tracking & contract compliance enforcement
• Authentic Web — Authentic Web is a Corporate Domain Name Management platform for the New TLD Era.We equip enterprise teams in Digital, Marketing & IT with domain and DNS automation, providing business intelligence to support digital optimization and innovation for digital brands.Our workflow, automation and security protocols address Security andCompliance requirements for Risk, Compliance and IT Security teams to lock down domain assets and support teams to manage DNS network exposures.

Portfolio highlights

• YouSet — Compare and buy home and car insurance from top Canadian insurers in less than 4 minutes, online with YouSet.

Portfolio highlights

• Nesto — LOW FROM THE GET GO. With nesto's exclusive mortgage solution, score the lowest rate on your first try! New mortgage - Mortgage Renewal / Refinance.
• Curant.ai — Curant.ai helps experienced teams turn claim files and operational queues into review-ready insights with human oversight.
• Coral — Coral is a virtual care clinic that provides evidence-based, personalized support for perimenopause and menopause, weight loss and longevity.

Portfolio highlights

• Salt AI — Salt AI is a secure, enterprise-grade AI orchestration layer for regulated industries.
• Topanga.io — We enable businesses and institutions to launch and manage reusable packaging programs.
• Rapidflare — Rapidflare accelerates Technical Sales in the Electronics Industry including Semiconductor Industry and Physical Security verticals. Rapidflare's differentiation is Reliable AI that is based on Explainable framework and Trustable data. Explainability is based on a unique Structured Reasoning framework. Trustablility is based on accurateKnowledge Graphs.Rapidflare is in revenue and is trusted some of the leading Electronics Industry companies in the US and Europe.

Portfolio highlights

• Cylerity — Transform healthcare receivables into real-time capital. Cylerity unlocks cash flow, clarity, and control from claims data. See how it works.
• Pavewise — Revolutionizing Road Construction Management Optimizing Road Construction Projects with Smart Management Tools Pavewise is a management and solution softwar ...
• Avol Aerospace — Avol Aerospace is a startup that develops autonomous electric aircraft specifically for time-critical cargo delivery. The company’s service focuses on delivering medical-logistics shipments—such as blood, stem cells, tissues, or lab specimens—between healthcare centers, enabling pickup in 30 minutes or less and costs comparable to or below groundtransport. Avol’s proprietary aircraft use a blended-wing design to maximize cargo volume and reduce cost per flight, aiming to provide zero-emissions, high-efficiency alternatives for critical logistics.

Portfolio highlights

• Pitstop — Pitstop is a cloud-based Prognostic Maintenance Platform that enables enterprises to leverage the wealth of information available from their vehicle fleets. Their data engine integrates Connected Vehicles, Dealerships, Fleet Manager, Tier 1 Suppliers, OEMs, Insurance Companies and the Aftermarket Supply Chain.
• Tread — Tread's construction fleet management software makes the business of moving construction materials easier and more profitable. Request a demo today!
• Katalyze AI — Katalyze builds agentic infrastructure for global pharma, so that more medication reaches more patients, faster.

Portfolio highlights

• Flete — Flete is a SaaS company that offers a fleet management solutions.
• Certiv — AI Agent Assurance for Endpoints. Enabling complete visibility and control over every AI agent on your endpoint, so your teams can move fast and stay safe.
• Platformr — Accelerate AWS cloud migration & automate cloud infrastructure and AWS workload environments with a secure, flexible platform following best practices.

Portfolio highlights

• Derapi — Derapi is a universal API for distributed energy resource (DER) devices, including solar, battery storage, EV chargers, smart thermostats, heat pumps, and other behind-the-meter loads. Derapi unlocks the full value of DERs by removing bottlenecks related to data integration, reducing data infrastructure costs and speeding time to market for DERsoftware developers, DER device manufacturers, and others in the DER ecosystem.
• GridBank — Enhance Your Social Media Engagement And Following With Stunning User-Generated Videos. Access A Wide Range Of Royalty-Free Stock Videos For Various Themes Including Travel, Productivity, Aesthetic Backgrounds, And More
• Trolley — Trolley is the best payouts platform for businesses needing to pay creators, musicians, artists, freelancers, or on-demand workers.

Portfolio highlights

• Reddio — The fastest Ethereum-compatible Layer 2 with GPU-powered Parallel EVM and ZK Proofs for AI, gaming, and real-time applications.
• Spiky.AI — Spiky.ai delivers real-time coaching, CRM sync, and multilingual AI insights to boost sales performance and streamline meetings.
• Pipeshift — Inference for real-time agents

Portfolio highlights

• GlossGenius — GlossGenius is the all-in-one booking, payments and POS solution that helps beauty and wellness professionals drive bookings and grow your business.
• Genius AI — Building technology to help service businesses run themselves
• Century Health — Accelerating treatments with AI-powered real-world evidence. Century Health does the heavy lifting to rapidly get you the insight you need, all while supporting the research community and protecting patient privacy.

Portfolio highlights

• FloatMe — FloatMe is a developer of a financial wellness platform offering an app to help millennials cover cash gaps and improve their finances. Its platform provides transparent wage advances with no interest and overdraft protection. They feature bank-grade encryption and overdraft alerts that enable individuals to build an emergency stash and increasetheir financial health.
• Xcaliber — Xcaliber provides a digital health platform that automates healthcare data tasks using AI agents. The platform supports integration across various healthcare systems, including EHRs, APIs, and clinical data. It offers agents for data management, workflow automation, and compliance tasks, with customizable options for different healthcare needs. Theplatform ensures secure data access, governance, and traceability while supporting both technical and non-technical teams through APIs and natural language interfaces.
• Matic Insurance — Matic is an independent insurance agency that works with multiple insurance carriers so that we can provide the best recommendation to you. This often results in the best policy and the best price.

Portfolio highlights

• JustAI — An AI-first modern enterprise marketing stack that sets you in an always-on, set-and-forget motion. Increase your experimentation velocity and keep your team lean! Say goodbye to manual campaign management.
• Resolv — Resolv helps contractors win more jobs with rebate savings, file permits in clicks, register warranties automatically, and run AI Playbooks on the rest of their pipeline.
• Herd Security — HerdAI is the agentic training platform that turns your policies and live threats into microlessons in minutes, delivered in Slack and Teams. GRC and security leaders hit 100% audit-ready without chasing completions.

Portfolio highlights

• Qanary — Qanary is a digital second-opinion platform designed to help radiologists detect cancer at its earliest, most treatable stages.
• Cypien AI — Cypien learns your brand and visitor behavior, then composes segment-specific content, visuals, product order, search, landing pages, and UI.
• MyAlice — The modern customer service and social selling platform. Support anytime and sell anywhere with all your messages, orders, and agents in one place.

Portfolio highlights

• YouSet — Compare and buy home and car insurance from top Canadian insurers in less than 4 minutes, online with YouSet.

Portfolio highlights

• YouSet — Compare and buy home and car insurance from top Canadian insurers in less than 4 minutes, online with YouSet.

Portfolio highlights

• AlayaCare — AlayaCare is a revolutionary cloud-based home care software platform for agencies looking for innovation and efficiencies across the entire agency.
• EZ Texting — Featuring fast registration and powerful tools, EZ Texting is the best mass texting service for sending bulk SMS marketing messages and MMS messaging. Start your free trial today!
• ContactMonkey — Build, send, and analyze employee emails with ContactMonkey's internal communications software.

Portfolio highlights

• YouSet — Compare and buy home and car insurance from top Canadian insurers in less than 4 minutes, online with YouSet.

Portfolio highlights

• Chexy — Let your rent elevate your lifestyle. Chexy is the new standard for paying rent. We believe that tenants should be able to pay rent digitally and flexibly while building credit and earning rewards.
• auticon — auticon is the first German company to exclusively employ autistic people as software testers and offer their services (Software-Tests) on the free market. This innovative approach gives the client the advantage of special high-quality workmanship.
• North One — NorthOne is an online Business Account with built-in features to make business banking fast and easy. No overdraft fees. No minimum balance. No hidden fees.

Portfolio highlights

• Noetik — Noetik is an AI-native biotechnology company. Our mission is to leverage advanced machine learning methods to discover and develop cancer immunotherapies.
• Entalpic — We are an AI-driven company focused on discovering new chemical processes and materials to make industries more sustainable.
• Reliant AI — Simplify the labor-intensive process of collecting, organizing, and inspecting vast amounts of complex data. Built for the life sciences. 100% confidence, every time.

Portfolio highlights

• Ranger AI — Discover how Ranger RFX simplifies proposals with innovative tools designed for manufacturers. Improve accuracy, reduce downtime, and achieve cost savings today.
• Inner Logic — The development infrastructure for the next generation of procedural devices.
• Channel Robotics — Channel Robotics is a developer of AI-powered miniature robotic systems for advanced endoscopic surgery.

Portfolio highlights

• helloDarwin — helloDarwin helps Canadian businesses obtain grants, tax credits, and government loans through expert grant consulting, grant writing, and funding software
• Emma — Get the best life insurance quotes in Canada. Prices start at $8/month. No medical exam. Buy whole or term life insurance and protect your loved ones now.
• ProNavigator — ProNavigator provides an AI-driven knowledge-sharing platform, used by some of the largest insurance organizations, to save time, provide superior service, and seize revenue opportunities. The platform leverages advancements in artificial intelligence and natural language understanding to instantly and automatically retrieve answers tocustomers' and employees' questions.

Portfolio highlights

• Alix — Alix streamlines estate settlements with our AI-powered platform. Simplify document management, asset distribution, and legal processes for a smoother, more efficient experience. Explore our innovative solution today.
• Flex — Flex is a financial services company that provides analysis, integration, and management solutions for HSA/FSA payments.
• Castellum.AI — Castellum.AI is the most accurate, reliable and fastest financial crime prevention solution. Don't take our word for it, try it yourself. Search sanctions, PEPs and 1000+ global watchlists in 100+ languages.

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
• PicnicAI — 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.

Portfolio highlights

• Planned — Redefining the way in-person events are planned.
• Modem —
• Routehappy — ATPCO | The foundation of modern airline retailing

Portfolio highlights

• Vpon Holdings — Vpon Holdings is an AI big data analysis and advertising company.
• Ziwu Technology — Ziwu Technology offers the conversion of bio-based waste into sustainable new materials and provides environmentally friendly solutions.
• Rice Robotics Limited — The friendliest robot at your service.

Portfolio highlights

• Forma Vision — Omnivor is a 3D holographic content company.
• Camino — Building permitting and licensing software designed to be user-friendly. Made for government agencies in North America.
• Capitalize.io — Search thousands of lenders and build your network on the Capitalize CRE lending marketplace.

Portfolio highlights

• Nesto — LOW FROM THE GET GO. With nesto's exclusive mortgage solution, score the lowest rate on your first try! New mortgage - Mortgage Renewal / Refinance.
• FINN — At finn our mission is to make mobility fun and sustainable: We help everyone who loves driving their own car but refuses the struggle, commitment and intransparent costs associated with car ownership. We achieve this by offering all-inclusive, immediately available, monthly car-subscriptions. Best thing, yet: While you drive we plant trees asevery journey is CO2 compensated.
• LeapXpert — LeapXpert delivers business communication governance and compliance with a platform that ensures secure, compliant messaging across multiple channels.

Portfolio highlights

• Plot — We power the best creative teams to help streamline creative development and cross-collaborate in one source of truth.
• NexGenT — Launch Your IT Career in Networking or Cyber Security Online With Our Military Grade Inspired Next Generation Training Programs. Go From Zero To Engineer within 6 months! Zero Up Front Tuition Options Available!
• Doctor On Demand — 24/7 Online doctors are available. Same week mental health appointments for therapy and psychiatry.

Portfolio highlights

• Limit Break — Limit Break is a blockchain game company.
• Teleport — Meet your most compatible connections. Attend members only curated experiences. Receive proposed matches from your AI Matchmaker.
• NUE Life Health — NUE Life aims to improve mental wellness by enhancing brain function, performance, and longevity through evidence-based and scientifically proven mental health treatments and products. NUE Life has created a therapeutic ecosystem of ketamine therapy, an interactive companion app, and virtual aftercare programs to help people heal.

Portfolio highlights

• Physna — Physna gives you the tools to design and develop new products faster by allowing you to easily search, analyze, and action your 3D models and parts.
• Alpaca — Alpaca API allows developers and businesses to build apps, embed investing, and trade algorithms
• Normal Computing — Normal Computing was founded by former members of the Google Brain Team, Palantir, and X who unlocked AI for some of the largest-scale and most mission-critical production systems, and the industry leading ML frameworks for Probabilistic and Quantum AI.

Portfolio highlights

• Tangos Ai — Tangos Ai creates autonomous agents that reason, research, connect evidence, and produce audit-ready results for banks, financial institutions, and national security organizations.
• Matia — The Unified DataOps Platform for Ingestion, Reverse ETL, Catalog & Observability | Redefining how businesses interact with data
• Influitive — Our Customer Advocacy Saas product and professional services allow your company to strategically discover, nurture and mobilize customer advocates.

Portfolio highlights

• Dehurdle — Scale employee communication skills with real-time AI voice simulations, objection handling drills, and vocal analytics.
• Vireo Capital — AI-powered portfolio monitoring, due diligence and reporting for mid-cap private equity and impact funds.
• Hyperbond Studio — Hyperbond Studio builds AI-driven games and interactive experiences, including the Call Me Sensei app. We combine technology and emotion to create unforgettable digital worlds.

Portfolio highlights

• Xsensio — Xsensio develops the unique Lab-on-Skin™​ sensing platform to sense in real-time biochemical information at the surface of the skin, providing unprecedented real-time information about our health and wellness, in a simple and non-invasive way.The Xsensio Lab-on-Skin™ sensing chip relies on a unique, highly-miniaturized sensing platform developedat the Nanolab of the Swiss Federal Institute of Technology. By leveraging semiconductor properties, our sensing platform unleashes a whole new set of possibilities in continuous health monitoring.
• AdMaster — AdMaster (AdMaster精硕科技) is focused on domestic advertising, and is a third party provider of solutions for marketing massive data in China. It is also the key domestic independent third party of massive data management platform at present. AdMaster aims at helping advertisers to realize the monitoring and optimization of digital marketing effect aswell as improving the overall marketing ROI by technology-driven massive data perception research. AdMaster has a server cluster which processes more than 200 billion data and iterates more than 100 types of data models every month. The main research and service areas include digital marketing effect monitoring and researche, valuation and management of social media marketing effect, analysis and management of social big data, and more.
• R+W — R+W is a global agency & startup incubator based in Hong Kong, Taipei, New York and Washington DC.

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.

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. -

Portfolio highlights

• Tulip — Direct-to-consumer personal insurance
• Graphdive — 100% satisfaction guaranteed. Hassle-free shopping. We help you find the right domain name.
• Lydia.ai — Lydia AI uses alternative data to make life and health insurance personalized, easier to buy and more inclusive

Portfolio highlights

• Goose Insurance Services — Mobile First B2C Insurance Platform

Portfolio highlights

• Caplight — Caplight is a platform that enables institutional investors to buy and sell derivatives of private equity.For the first time in the private markets, institutional investors can hedge positions, generate income on assets, and access true liquidity with public settlement-like mechanics.Caplight serves a broad range of QIBs including hedge funds,VC funds, family offices, pensions, endowments, mutual funds, and insurance firms.Securities are offered by North Capital Private Securities, member FINRA/SIPC, a partner of Caplight Markets LLC.
• Bread Financial — Bread Financial offers personalized payment, lending, and savings solutions. They provide customers and partners with a wide range of digitally enabled options that are easy, empowered, and flexible financially. Their service includes credit card facility, loan options, and flexible payment options.
• Matic Insurance — Matic is an independent insurance agency that works with multiple insurance carriers so that we can provide the best recommendation to you. This often results in the best policy and the best price.