Health Insurance Jobs in Toronto, Canada

59,845 open positions · Updated daily

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.

Software Development Manager - Booking

Company: Jane App

Location: Canada

Posted Dec 12, 2025

This job posting highlights Jane's mission to simplify healthcare through innovation, offering remote-first work opportunities with a collaborative culture focused on growth and impact. The role emphasizes AI integration, team collaboration, and a supportive environment for professional development.

Senior Software Developer - Booking

Company: Jane App

Location: Canada

Posted Dec 12, 2025

Jane is seeking a Senior Software Developer to build and scale their booking platform, emphasizing collaboration, growth, and impact on healthcare. The role offers remote flexibility, competitive compensation, and a mission-driven environment with opportunities for professional development.

Account Executive

Company: Regask

Location: Canada

Posted Dec 09, 2025

RegASK is an AI-driven regulatory solution enabling intelligent workflow orchestration and compliance across industries. The company seeks an Account Executive with sales experience in Life Sciences/Consumer Products to drive growth, offering flexible work arrangements and opportunities to work on innovative SaaS solutions. The role involves business development, client acquisition, and cross-functional collaboration with global teams.

Senior Product Design Lead - Payments & Risk Platform

Company: Gusto, Inc.

Location: Canada

Posted Dec 07, 2025

The role is for a Payments + Risk Design Lead at Gusto, responsible for end-to-end product design of complex financial systems. The position requires 8-10 years of product design experience, expertise in systems thinking, and the ability to lead design direction and influence cross-functional partners. The role offers competitive compensation and the opportunity to work on mission-critical systems that empower small businesses.

Staff Software Engineer - Back End, Access

Company: Sprout Social

Location: Canada

Posted Dec 13, 2025

Sprout Social seeks a Staff Software Engineer to join their IAM team, offering growth, technical challenges, and competitive benefits. The role involves designing scalable solutions, collaborating with cross-functional teams, and contributing to a innovative tech environment with strong career development opportunities.

AI Solutions Director

Company: Nearform

Location: Canada

Posted Dec 11, 2025

Nearform seeks a Solutions Director with AI expertise to drive client partnerships and innovation. The role offers remote work, flexible hours, and competitive benefits including a company bonus, healthcare, and training allowances.

Customer Training Manager

Company: Masabi

Location: Canada

Posted Dec 11, 2025

Masabi is revolutionizing fare payment systems with global platforms used in over 250 locations. The job posting highlights a Customer Training Manager role with remote work options, competitive benefits, and a mission to make transit fair and accessible for all.

Staff Software Engineer - Build Stability

Company: Gusto, Inc.

Location: Canada

Posted Dec 11, 2025

This job description outlines a high-impact Software Engineer role focused on improving CI systems and developer productivity. The position requires 10+ years of experience and offers competitive compensation with stock equity. It emphasizes collaboration, AI integration, and building robust tools to enhance engineering workflows.

Senior Manager - Accounts Receivable

Company: Aurora Solar

Location: Canada

Posted Dec 11, 2025

Aurora Solar promotes solar adoption through innovative software, emphasizing team collaboration, growth opportunities, and comprehensive employee benefits while highlighting their mission to create a sustainable future for all.

Senior Data Analyst

Company: Jane App

Location: Canada

Posted Dec 07, 2025

Jane is a remote-first company that helps healthcare practitioners and patients by providing digital tools for managing practices. They value collaboration, growth mindset, and autonomy. The company is hiring a Senior Data Analyst to support Finance and Payments teams with data insights and dashboard creation.

Senior Product Manager - Benefits & PEO (Multiple Roles)

Company: Gusto, Inc.

Location: Canada

Posted Dec 07, 2025

Gusto is a fast-growing software company with 2700+ employees across the US, Canada, Mexico, and Turkey. They aim to provide the best software for small businesses and have a strong mission-driven culture. The company is hiring for several product management roles focused on building AI-enabled experiences and expanding their PEO offering.

IAM/IGA Technical Account Manager

Company: Saviynt

Location: Canada

Posted Dec 09, 2025

Saviynt provides identity management solutions, aiding organizations in AI adoption with secure, efficient services. They offer competitive benefits and a positive work environment, emphasizing growth and innovation.

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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