Remote Insurance & Claims jobs open to Canada (page 2)

33 live Remote Insurance & Claims jobs open to Canada. Titles match Remote Insurance & Claims jobs. Top companies: Oscar Health: 7; CBCS: 6; Cottingham & Butler: 3; PolicyMe: 3; Coalition: 2. 8 (24%) are labelled Remote-First. Named countries: UK: 2; USA: 3; Canada: 11; France: 2; Portugal: 2. 11 jobs name Canada in their location.

For a dated snapshot of who can actually be hired across the USA, the UK, Canada, Europe and Australia, see the Remote Work Index.

Latest remote jobs open to Canada (page 2)

1. Associate Director, Actuarial

   Platinum ? Oscar Health · Remote

   Hi, we're Oscar. We're hiring an Associate Director, Actuarial to join our Actuarial team. Oscar is the first health insurance company built around a full stack technology platform and a relentless focus on serving our members. We started Oscar in 2012 to create the kind of health insurance company

2. Associate, Actuarial

   Platinum ? Oscar Health · Remote

   Hi, we're Oscar. We're hiring an Associate, Actuarial to join our Actuarial team. Oscar is the first health insurance company built around a full stack technology platform and a relentless focus on serving our members. We started Oscar in 2012 to create the kind of health insurance company we would

3. Actuarial Manager

   Gold ? Lemonade · Remote; Remote

   We’re looking for a driven Actuarial Leader who is ready to lead a talented team while building the most innovative car insurance on the market! This role is critical as we accelerate our product's growth across new states and expand our analytical capabilities with cutting-edge machine learning. Yo

4. Senior Software Engineer, Underwriting

   Gold ? Coalition · Any location, Canada

   About us Coalition is the world's first Active Insurance provider designed to help prevent digital risk before it strikes. Founded in 2017, Coalition combines comprehensive insurance coverage and innovative cybersecurity tools to help businesses manage and mitigate potential cyberattacks. Opportunit

5. Frontend Engineer, Underwriting

   Gold ? Coalition · Any location, Canada

   About us Coalition is the world's first Active Insurance provider designed to help prevent digital risk before it strikes. Founded in 2017, Coalition combines comprehensive insurance coverage and innovative cybersecurity tools to help businesses manage and mitigate potential cyberattacks. Opportunit

6. Claims Manager

   Gold ? Centivo · Remote; Remote

   We exist for workers and their employers -- who are the backbone of our economy. That is where Centivo comes in -- our mission is to bring affordable, high-quality healthcare to the millions who struggle to pay their healthcare bills. Summary of role: As a Claims Manager, you will be responsible for

7. Auto Claims Adjuster II

   Gold ? Horace Mann · Remote

   Required Work Schedule: 11 a.m.–8 p.m. ET | 10 a.m.–7 p.m. CT | 9 a.m.–6 p.m. MT | 8 a.m.–5 p.m. PT Candidates must be available to work the designated hours for their time zone. At Horace Mann, we know that behind every claim is a customer looking for guidance and support during an unexpected event

8. Home & Auto Insurance Advisor

   Gold ? PolicyMe · Remote in Ontario, Remote

   Customer Success Full-time Overview of the role We’re on a mission to modernize insurance, making it simpler, more accessible, and customer-first. The insurance industry is a $1T market that has remained largely untouched by the digital revolution, and PolicyMe is here to change that. As a remote-fi

9. Bilingual Quebec Licensed Insurance Advisor (Remote)

   Gold ? PolicyMe · Remote in Quebec, Remote

   Customer Success Full-time Overview of the role: We’re on a mission to modernize insurance, making it simpler, more accessible, and customer-first. The insurance industry is a $1T market that has remained largely untouched by the digital revolution, and PolicyMe is here to change that. As a remote-f

10. Bilingual Licensed Insurance Advisor (Remote)

    Gold ? PolicyMe · Remote in Toronto, Remote

    Customer Success Full-time Overview of the role We’re on a mission to modernize insurance, making it simpler, more accessible, and customer-first. The insurance industry is a $1T market that has remained largely untouched by the digital revolution, and PolicyMe is here to change that. As a remote-fi

11. Underwriter

    Gold ? Hometap · Remote

    Here at Hometap, we’re collaborative, passionate, and always ready to roll up our sleeves to create solutions that help people get more out of homeownership — and out of life. Our first product, a home equity investment, gives homeowners the opportunity to quickly access the equity they’ve built in

12. Workers Compensation Claims Adjuster (Northeast Jurisdictions)

    Gold ? Cottingham & Butler · Remote

    Workers Compensation Claims Adjuster (Northeast Jurisdictions) Location: Work from Home Who says you can't have it all? Cottingham & Butler Claims Services (CBCS) is offering the opportunity to work in a fast-paced and exciting position with NO commute! You will be working from home so previous work

13. Workers Compensation Claims Adjuster (Midwest Experience Required)

    Gold ? Cottingham & Butler · Remote

    Workers Compensation Claims Adjuster (Midwest Region) Location: Remote/Work from Home Are you an experienced workers compensation adjuster looking for the flexibility of a fully remote role without sacrificing challenging, meaningful claim work? At Cottingham & Butler Claims Services (CBCS), you'll

14. Workers Compensation Claims Adjuster (California Experience Required)

    Platinum ? Cottingham & Butler · Remote

    Workers Compensation Claims Adjuster (California Experience Required) Location: Remote (Must be located in California) Who says you can't have it all? Cottingham & Butler Claims Services (CBCS) is offering the opportunity to work in a fast-paced and exciting position without the commute! This is a f

15. Workers Compensation Claims Adjuster (Northeast Jurisdictions)

    Gold ? CBCS · Remote

    Workers Compensation Claims Adjuster (Northeast Jurisdictions) Location: Work from Home Who says you can't have it all? Cottingham & Butler Claims Services (CBCS) is offering the opportunity to work in a fast-paced and exciting position with NO commute! You will be working from home so previous work

16. Workers Compensation Claims Adjuster (California Experience Required)

    Platinum ? CBCS · Remote

    Workers Compensation Claims Adjuster (California Experience Required) Location: Remote (Must be located in California) Who says you can't have it all? Cottingham & Butler Claims Services (CBCS) is offering the opportunity to work in a fast-paced and exciting position without the commute! This is a f

17. Workers Compensation Claims Adjuster

    Gold ? CBCS · Remote

    Workers Compensation Claims Adjuster Location: Work from Home Who says you can't have it all? Cottingham & Butler Claims Services (CBCS) is offering the opportunity to work in a fast-paced and exciting position with NO commute! You will be working from home so previous workers compensation adjusting

18. Commercial Trucking Bodily Injury Claims Adjuster

    Gold ? CBCS · Remote

    Commercial Auto/Liability Claims Adjuster Location: Work from Home Who says you can't have it all? Cottingham & Butler Claims Services is offering the opportunity to work in a fast-paced and exciting position with NO commute! That's right - you can do what you love without having to leave your house

19. Auto Liability Bodily Injury Claims Adjuster

    Gold ? CBCS · Remote

    Who says you can't have it all? Cottingham & Butler Claims Services is offering the opportunity to work in a fast-paced and exciting position with NO commute! That's right - you can do what you love without having to leave your house! We are currently looking for auto liability adjusters (experience

20. Actuarial AI Research Contributor

    Gold ? Aptura · Global, Remote

    ABOUT THE ROLE Aptura is looking for Subject Matter Experts from actuarial roles in general insurance, life, health or pensions who build reserving, pricing and experience studies in Excel. You have used AI tools on your own work and been frustrated by the mistakes they make. You will turn that expe

21. Machine Learning Engineer, Underwriting

    Gold ? Bree · Remote, Remote

    ABOUT BREE Bree is a consumer finance platform building faster, simpler, and more affordable financial services for Canadians who often live paycheck to paycheck. We operate in a massive market that’s historically been underserved by traditional financial institutions, and we’re building products th

22. Credit Risk Analyst Commercial Underwriter

    Gold ? Stripe · Chicago, US-Remote, Canada-Remote

    Who we are About Stripe Stripe is a financial infrastructure platform for businesses. Millions of companies—from the world's largest enterprises to the most ambitious startups—use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the

23. Credit Risk Analyst, North American Underwriter

    Gold ? Stripe · Toronto, Remote-Canada

    Who we are About Stripe Stripe is a financial infrastructure platform for businesses. Millions of companies—from the world's largest enterprises to the most ambitious startups—use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increas

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Last updated: 14 November 2026 at 13:17 Europe/Dublin