Insurtech Daily

← All markets

Market

Insurtech in Canada

35 companies · 73 stories · $72.2M disclosed

Insurtech Daily tracks 35 insurance and insurtech companies headquartered in Canada — 15 insurers, 6 brokers and 6 insurtechs, across 73 stories going back to Aug 8, 2024. Between them they have disclosed $72.2M across 7 funding rounds, the largest Armilla AI's $25M. Every figure is compiled from the coverage on this page.

Funding

Disclosed insurtech funding rounds by companies in Canada
Company Stage Lead investor Source
Armilla AI $25M FinTech Global
PolicyMe $21.9Mas reported: C$30M Business Wire+1
Quandri $12.0Mas reported: C$16.5M BetaKit+2
Flora Fertility $5M Athletech News
Walnut $4.6M BetaKit+1
YouSet $2.6Mas reported: C$3.5M Seed BetaKit
Flora Fertility $1.1Mas reported: C$1.5M BetaKit

Every round is listed with its reporting in the funding tracker, and totals across all markets in the company ranking.

Companies

Insurance and insurtech companies tracked in Canada — company, type, base, stories in this archive and disclosed funding
Company Type Based Stories Disclosed
APOLLO Broker Vancouver 11
Manulife Insurer Toronto 9
BOXX Insurtech Toronto 6
Sun Life Insurer Toronto 6
CatIQ Technology vendor Toronto 5
PolicyMe Insurtech 3 $21.9M
Quandri Technology vendor Calgary 3 $12.0M
Flora Fertility Insurtech 3 $6.1M
BMO Insurance Insurer 3
Walnut Insurtech Toronto 2 $4.6M
Fairfax Insurer Toronto 2
Trisura Insurer 2
Wawanesa Insurance Insurer Winnipeg 2
Armilla AI Insurtech Toronto 1 $25M
YouSet Insurtech 1 $2.6M
Cox Specialty Markets MGA Toronto 1
Desjardins Insurance Insurer 1
Economical Insurance Insurer Waterloo 1
Foresters Insurer Toronto 1
GreenShield Insurer 1
Humi Technology vendor Toronto 1
IBAC Industry body Ottawa 1
Insurance Institute of Canada Industry body Toronto 1
Interior Savings Insurance Broker 1
ivari Insurer Toronto 1
Navacord Broker 1
Nmbr Technology vendor 1
Peel Mutual Insurer Ontario 1
Petsecure Insurer 1
RBC Insurance Insurer Toronto 1
Sagen Insurer 1
Steers Insurance Broker 1
TIPI Insurance Partners Broker 1
Trufla Technology vendor Calgary 1
Westland Insurance Broker Surrey 1

Coverage

  1. Reinsurance News · Sep 22, 2026

    Montreal-area June flooding loss estimate climbs to CAD 442m: CatIQ

    CatIQ, a Toronto-based organisation providing industry-wide catastrophe insurance data and a subsidiary of PERILS, has disclosed its third industry loss estimate for the June 2026 flooding event in Canada, which…

    Property & Cat
  2. Artemis · Sep 22, 2026

    CatIQ raises Montreal West Island flooding insured loss estimate to C$442m

    Property & Cat
  3. Coverager · Sep 21, 2026

    Marsh Canada forms co-brokering alliance with TIPI Insurance Partners

    TIPI Insurance Partners is Canada’s largest Indigenous-owned and -led insurance brokerage.

    Partnerships
  4. Insurance Journal · Sep 15, 2026

    Canadian Insurer Sagen Plans to Raise Around C$300 Million

    Insurance company Sagen MI Canada Inc. is looking to raise around C$300 million ($216 million) through a bond sale as soon as this week, according to people familiar with the matter. The debt will likely mature in seven…

    Funding
  5. Coverager · Sep 11, 2026

    Manulife launches travel insurance app in ChatGPT

    The app supports single-trip coverage for one traveler who is a Canadian citizen or resident.

    Product & Launches
  6. Beinsure · Sep 10, 2026

    Manulife Asia Insurance and Ant Health explore cross-border healthcare services

    Health & Life
  7. Coverager · Aug 30, 2026

    Sun Life expands AI tools for advisors

    The tools are part of a broader responsible AI strategy, which also includes its proprietary agentic AI platform for technology architects and its founding membership in the AI Consortium.

    AI & Automation
  8. Carrier Management · Aug 26, 2026

    Cox Specialty Markets Selects ISI to Support Specialty Insurance Operations

    Integrated core and AI solutions will help the specialty MGA streamline workflows across its distinct programs and further enhance the high level of service it provides to independent agents Toronto, Ontario and Troy…

    PartnershipsAI & Automation
  9. Artemis · Aug 25, 2026

    Wilton Re partners with Sun Life to launch Windsor Life Re, a life annuity sidecar-like reinsurer

    PartnershipsProduct & LaunchesProperty & Cat
  10. Insurance Business · Aug 25, 2026

    Sun Life and Wilton Re form reinsurer to scale block acquisitions

    Sun Life and Wilton Re are combining expertise with institutional asset management capacity in a structure designed to acquire blocks at scale. The $10 billion target tells you how serious both parties are

    M&AProperty & Cat
  11. Insurtech Insights · Aug 25, 2026

    $900m partnership: Sun Life and Wilton Re to launch Windsor Life Re reinsurer

    Sun Life Financial and Wilton Re have entered into a definitive agreement to establish a strategic reinsurance and asset management partnership, combining Wilton Re's liability management expertise with Sun Life's…

    PartnershipsProduct & LaunchesProperty & Cat
  12. Reinsurance News · Aug 25, 2026

    Wilton Re and Sun Life partner on new life & annuity reinsurance vehicle

    Sun Life Financial Inc. and Wilton Re have entered into a definitive agreement to establish a strategic reinsurance and asset management partnership, combining their capabilities across life and annuity reinsurance and…

    PartnershipsAuto & MobilityProperty & Cat
  13. Coverager · Aug 25, 2026

    Sun Life and Wilton Re announce partnership

    This partnership will combine Wilton Re's liability management expertise with Sun Life's insurance and asset management capabilities.

    Partnerships
  14. Insurtech Insights · Aug 24, 2026

    Manulife launches CoverMe travel insurance app inside ChatGPT

    Manulife has launched a ChatGPT app that allows Canadian travellers to receive personalised CoverMe travel insurance quotes.

    Product & Launches
  15. FF News · Aug 19, 2026

    Wawanesa General Insurance Rebrands to W Insurance Following Auto Club Acquisition

    M&A
  16. Coverager · Aug 18, 2026

    Wawanesa Insurance rebrands as W Insurance

    The San Diego-based insurer serves more than 300,000 policies in California, offering auto, homeowners, condo and renters insurance directly to consumers.

    Property & Cat
  17. Artemis · Aug 18, 2026

    CatIQ raises Ontario & Quebec thunderstorm insured market loss estimate 17.5% to C$439m

  18. Reinsurance News · Aug 17, 2026

    CatIQ lifts insured loss estimate for Ontario-Quebec storms to CAD 439m

    CatIQ, the independent Toronto-based catastrophe insurance data provider and subsidiary of PERILS, has released its second industry loss estimate for the severe thunderstorm event that struck parts of southern Ontario…

    Product & LaunchesProperty & Cat
  19. Beinsure · Aug 12, 2026

    Gallagher buys Apollo to expand digital insurance in Canada

    M&A
  20. Digital Insurance · Aug 11, 2026

    Why Manulife chose to expand its Microsoft AI partnership

    PartnershipsAI & Automation
  21. Coverager · Aug 10, 2026

    Westland Insurance acquires Interior Savings Insurance

    The company plans to continue growing across Canada through organic growth and acquisitions.

    M&A
  22. Coverager · Aug 6, 2026

    Everest to sell Mexico insurance operations to Fairfax

    The transaction follows Everest's recent announcements of agreements to sell its Colombia and Canada insurance operations.

  23. Insurtech Insights · Aug 6, 2026

    Everest agrees to sell Mexico insurance business to Fairfax

    Everest has agreed to sell its Mexico insurance operations to Fairfax Financial Holdings, continuing its strategic withdrawal from commercial retail insurance markets.

  24. Insurance Journal · Aug 6, 2026

    Arthur J. Gallagher & Co. Acquires Canada’s Apollo Insurance Solutions

    Arthur J. Gallagher & Co., the Rolling Meadows, Illinois-based insurance broker, announced the acquisition of Vancouver, British Columbia-based Apollo Insurance Solutions Ltd. Terms of the transaction were not…

    M&A
  25. Insurance Business · Aug 6, 2026

    Gallagher acquires Vancouver-based digital tenant insurance broker Apollo

    M&A
  26. Coverager · Aug 5, 2026

    Gallagher acquires Apollo Insurance

    M&A
  27. Reinsurance News · Aug 5, 2026

    CatIQ closes book on record 2024 Calgary hailstorm with CAD 3.35bn industry loss estimate

    Catastrophe Indices and Quantification Inc (CatIQ), the independent Toronto-based organisation that provides industry-wide catastrophe insurance data and is a subsidiary of PERILS, has disclosed its sixth and final…

    Property & Cat
  28. Investing.com Nigeria · Aug 5, 2026

    Arthur J. Gallagher acquires Canadian digital insurance broker By Investing.com

    M&A
  29. Coverager · Aug 5, 2026

    Gallagher acquires Apollo Insurance

    Apollo raised $11.4 million across three funding rounds from investors including Liberty Mutual, Trisura, and Definity.

    FundingM&A
  30. Coverager · Jul 26, 2026

    Navacord partners with Steers Insurance

    As part of the transaction, several Steers employees will become Navacord shareholders.

    Partnerships
  31. Beinsure · Jul 23, 2026

    Cyber insurtech BOXX adds AI deepfake cover to Cyberboxx Business

    AI & AutomationCyber
  32. Insurance Business · Jul 23, 2026

    BOXX Insurance adds affirmative AI and deepfake coverage to Cyberboxx Business policy

    BOXX's new endorsement reflects a wider split forming across the cyber insurance market

    AI & AutomationCyber
  33. Insurance Business · Jul 14, 2026

    Economical Insurance renews IBAC Broker Identity Program support

  34. BMO · Jul 9, 2026

    BMO Insurance launches AI-enhanced SmartDecision tool delivering a faster and more seamless path to coverage for clients and advisors

    Product & LaunchesAI & Automation
  35. Digital Insurance · Jun 22, 2026

    How Manulife hit its first ROI on AI investment

    AI & Automation
  36. Oral Health Group · Jun 17, 2026

    BMO launches health and dental insurance plan powered by GreenShield

    Product & LaunchesHealth & Life
  37. Business Wire · Jun 16, 2026

    PolicyMe Launches Canada's First Unified Life Insurance Journey

    Product & LaunchesHealth & Life
  38. Coverager · Jun 15, 2026

    BMO launches new health and dental insurance plans

    Product & LaunchesHealth & Life
  39. FinTech Global · Jun 11, 2026

    Guidewire Cloud to power Peel Mutual’s AI strategy

    AI & Automation
  40. Passionate In Marketing · Jun 1, 2026

    Mahindra and Manulife Insurance JV Moves Ahead; Gets Approval from Corporate Affairs Ministry

    Health & Life

The 40 most recent of 73 stories naming a company based in Canada.

Get the brief by email

One email each weekday on the companies raising, launching, partnering and being acquired. See a sample.

Free. Unsubscribe any time.