Health Insurance Jobs in Toronto, Canada

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Looking for Health Insurance jobs in Toronto, Canada? Browse our curated listings with transparent salary information to find the perfect Health Insurance position in the Toronto, Canada area.

Specialist - HR Systems and Analytics (HRIS)

Company: Wealthsimple

Location: Canada

Posted Dec 12, 2024

Wealthsimple is a large fintech company in Canada with over 4 million users and $50 billion in assets. They are looking for a talented person to join their People Operations team to support HR tech-related issues, system enhancements, system integrations, and more. The role requires relevant work experience in HR systems, HR operations, and HR analytics. The company offers a competitive salary, top-tier health benefits, retirement savings matching, vacation days, wellness and professional development budgets, and a 90-day away program. They are a remote-first team with over 1000 employees coast to coast in North America.

Intermediate Developer - Patient Booking Mobile

Company: Jane App

Location: Canada

Posted Dec 11, 2024

Jane is a remote-first company seeking an Intermediate Developer to join their Patient Booking team and work on core projects within their Mobile App. The role offers growth opportunities, a challenging yet rewarding environment, and the chance to make a genuine impact in the world. The team values collaboration, humility, and a growth mindset. The primary tech stack includes Ruby on Rails, React Native, Java, Kotlin, Spring Boot, and PostgreSQL.

Shopify Operations Specialist | Poppy & Peonies

Company: Bloom

Location: Canada

Posted Dec 14, 2024

Bloom is a full-service workplace design consultancy representing Poppy and Peonies on their search for a Production and Logistics Manager. The role involves managing and maintaining the Shopify-powered website, optimizing product presentation, and driving sales through engaging merchandising strategies. The candidate will be up-to-date with the latest Shopify apps and technologies. The recruitment process is fully remote and will begin in January 2025.

Adoption Assurance Analyst

Company: BeyondTrust

Location: Canada

Posted Dec 09, 2024

BeyondTrust is a company that focuses on creating a safer world through its cyber security SaaS portfolio. They value flexibility, trust, and continual learning, and recognize employees for their growth and impact. The role of an Adoption Assurance Analyst involves guiding customers through the adoption journey, ensuring a positive customer experience. The company looks for candidates with experience in technical presales, professional services, and technical customer success management, as well as knowledge in various technical areas.

Staff Security Engineer - Application & Vendor Security

Company: Jane App

Location: Canada

Posted Dec 14, 2024

Jane is a remote-first company looking for a Staff Security Engineer to lead efforts in Application Security and Third-Party Integrations. The role offers autonomy, flexibility, and a supportive culture. The candidate should have deep expertise in application security, strong understanding of technical integrations, and the ability to collaborate effectively with diverse teams.

Software Engineer - Platform Productivity

Company: Grafana Labs

Location: Canada

Posted Dec 12, 2024

Grafana Labs is seeking a Platform Engineer for their Platform Productivity squad. The squad is responsible for helping internal engineers release their software onto Grafana's infrastructure in secure and measurable ways. The role involves leading automation of release processes, helping internal engineering teams get on board with them, and ensuring they can get the most out of Grafana's tools. The team builds some of the most cherished observability tools from Grafana Mimir and Loki to Tempo. The ideal candidate is comfortable working in a remote-first company, collaborative, friendly, and respectful. They are eager to learn and grow, and approach development holistically. The squad is responsible for setting its own roadmap and choosing appropriate solutions for various requirements.

Software Engineer - Territory and Quota Team

Company: CaptivateIQ

Location: Canada

Posted Dec 13, 2024

CaptivateIQ is a leading sales commission platform recognized by industry analysts and marketplaces. They are trusted by category leaders and innovators, with backing from reputable investors. The company is on a mission to enable every company to take control of commission management. They are recognized as a best place to work by Glassdoor and Comparably. The role involves maintaining and improving the core platform for sales compensation models.

Senior Platform Specialist

Company: Solutions Petal Inc.

Location: Canada

Posted Dec 11, 2024

Petal is a leading Canadian healthcare orchestration and billing company that aims to make healthcare systems agile, efficient, and resilient by enabling forecasting and shaping world-class healthcare through advanced analytics and informed insights. The company values an exceptional workplace culture, as evidenced by being listed as a Great Place to Work in both technology and healthcare sectors. The role involves designing, documenting, and adopting an internal platform to accelerate and simplify business value delivery, with a focus on creating a seamless user experience. The company encourages the adoption of the platform, collaborates with other teams, and provides support during on-call periods. The ideal candidate should have 8+ years of experience in deployment administration, cloud infrastructures, container orchestration, and infrastructure-as-code. They should also have experience with real-time telemetry and tracing tools, and be proficient in both English and French.

Software Engineer - Territory and Quota Team

Company: CaptivateIQ

Location: Canada

Posted Dec 14, 2024

CaptivateIQ is a leading sales commission platform recognized by industry analysts and marketplaces. They are trusted by category leaders and innovators, with backing from reputable investors. The company is on a mission to enable every company to take control of commission management. They are recognized as a best place to work by Glassdoor and Comparably. The role involves maintaining and improving the core platform for sales compensation models.

Manager - Financial Planning

Company: Wealthsimple

Location: Canada

Posted Dec 13, 2024

Wealthsimple is a fintech company offering smart technology to make financial services transparent and low-cost. They are the largest fintech company in Canada with over 4 million users and are looking for a talented Manager of the Financial Planning team to lead and grow a high-performing team that delivers high-quality advice at scale.

Engineering Manager I - Chatbot AI (Tech Lead)

Company: StackAdapt

Location: Canada

Posted Dec 12, 2024

StackAdapt is a Remote First company looking for a team leader to build a chat copilot framework, improve internal copilot, and collaborate with stakeholders. They value diversity, high-performing campaigns, award-winning customer service, and innovation. They offer competitive salary, equity, RRSP matching, and various benefits.

Financial Planner

Company: Wealthsimple

Location: Canada

Posted Dec 13, 2024

Wealthsimple is a large fintech company in Canada with over 4 million users and $50 billion in assets. They offer transparent and low-cost financial services, including a Financial Planning team for premium and generation clients. The role involves providing high-quality financial planning services, consolidating clients' assets, and communicating with clients. They value collaboration, humility, and inclusivity, and offer competitive benefits and a remote-first work environment.

Frequently Asked Questions

What are typical salary ranges by seniority in Health Insurance?
Entry‑level analysts earn $55k–$75k, mid‑level roles $80k–$110k, senior positions $115k–$150k, and directors or VP levels range from $160k to $200k. Pay varies by region; for example, New York City salaries are often 20% higher than national averages.
Which skills and certifications are required?
Key technical skills include SQL, SAS, R, Tableau, and HL7 for data integration. Certification requirements often involve SOA or CAS actuarial exams, HIPAA‑compliance credentials, Guidewire Underwriting Certification, PMP for project managers, and financial certifications like CPA or CMA for finance roles.
Is remote work available in Health Insurance roles?
Yes—about 70% of positions offer fully remote or hybrid options. Major carriers such as UnitedHealth, Anthem, Humana, and CVS Health have formal telecommuting policies, especially for data‑analysis, product‑management, and compliance roles.
What are common career progression paths?
Typical trajectories move from junior analyst to senior analyst, then to manager, director, and VP. Progression often requires additional certifications (e.g., actuarial exams, PMP), cross‑functional experience, and proven leadership in projects like claims automation or value‑based care initiatives.
What industry trends should Health Insurance professionals watch?
Key trends include AI‑driven fraud detection, telehealth expansion, value‑based care models, regulatory updates to the ACA and Medicare Advantage, data‑privacy enforcement (HIPAA, GDPR), cybersecurity investments, and ESG‑aligned underwriting practices.

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