Staff Software Engineer R&D

About Us:

Teladoc Health is the global virtual care leader, offering the only comprehensive virtual care solution spanning telehealth, expert medical, and licensed platform services. Teladoc Health serves the world's leading insurers, employers, and health systems and helps millions of people around the world resolve their healthcare needs with confidence.

Summary of Position

We are seeking a seasoned Staff Engineer with 10+ years of experience in building and scaling enterprise applications to help us reimagine the future of care delivery. In this role, you will lead the architecture, design, and technical direction of a small, fast-moving team with the backing and stability of an established company. You have broad experience in technical delivery and taking responsibility, along with a willingness to lead, learn, and adapt as required. This is a unique opportunity with significant real-world scale.

Your first mission will be to rebuild a core legacy system from the ground up using modern technologies. This foundational work is highly visible and critical to our success. From day one, you will have a direct line of influence on the product's direction. The technical challenges are substantial, but the potential human impact is even greater. What you build here could change how thousands of people experience care.

If you are ready to take on this challenge and make a meaningful difference, we encourage you to apply, even if you do not meet all the qualifications.

Essential Duties and Responsibilities

• Lead the architecture, design, and hands-on development of entirely new systems and products
• Drive the modernization effort by understanding the legacy system end-to-end and guiding the migration from legacy systems to a clean, modern architecture
• Identify what to rebuild, what to retire, and how to do it efficiently and sustainably
• Contribute to the code base and code reviews, setting the tone for engineering excellence
• Help produce new implementations, making them reliable, maintainable, and ready to scale
• Ensure seamless integration with existing platforms and products used across Teladoc Health
• Supervise and support a small, focused team of frontend, backend, and automation engineers
• Work closely with product team to turn ideas into clear strategies and successful execution
• Collaborate with teams across the organization to explore, prototype, and prove out technologies that will shape the future of care
• Own and evolve CI/CD pipelines to support fast and reliable delivery

The time spent on each responsibility reflects an estimate and is subject to change dependent on business needs.

Qualifications Expected for Position

• 10+ years of experience building scalable, mission-critical distributed systems
• Proven expertise in software architecture, system design, and technical strategy
• Deep experience with Java and Spring Boot with a strong focus on building scalable, cloud-native systems
• Strong proficiency in React, React Native, or similar modern web/mobile frameworks
• Advanced knowledge of relational databases, including schema design and performance tuning
• Experience with Azure or other major cloud platforms and cloud-native development
• Hands-on experience with CI/CD pipelines and DevOps practices
• Expertise in designing and scaling microservices architectures
• Familiarity with event-driven systems and tools like Kafka
• Skilled in data modeling, ORMs, and data management best practices
• Proven ability to lead technical teams and drive engineering initiatives
• Experience modernizing legacy codebases and managing large-scale system migrations
• Excellent communicator and collaborator across cross-functional teams
• Strong technical leadership skills and stakeholder management while working in an ambiguous environment

Nice to Have

• Familiarity with Domain-Driven Design principles
• Experience with Ruby on Rails, GraphQL (legacy system)
• Understanding of FHIR or other healthcare interoperability standards
• Familiarity with Enterprise Master Patient Index (EMPI)
• Background in regulated industries (e.g., healthcare, finance, government)

Why come work with us

• Flexible Work Arrangements: Enjoy remote work if you're outside the GTA, while those in the GTA have the advantage of working in our beautifully renovated office for 2 days between Tuesday to Thursday
• Competitive Compensation: Enjoy a strong salary package, yearly bonus, and full health benefits starting on Day 1
• Retirement Support: We match 5% of your RRSP contributions for future planning
• Meaningful Technical Ownership: Take the lead on building core systems from the ground up — your work won’t be a small cog in a big machine
• Make an Impact: Contribute to tangible healthcare solutions. Your work will directly enhance the lives of Canadians
• Flexible Hours: We trust you to manage your schedule and deliver results
• Shape the Future: Join early, influence key product and cultural decisions, and help build something that matters

What to Expect in the Hiring Process

• We value your time and aim to keep our process transparent and efficient. A real person reviews every application, and if there’s a potential fit, here’s what you can expect:
• Recruiter Screening Interview (30 minutes)
• A casual Teams call with one of our recruiters to learn more about you, your experience, and what you're looking for
• Technical Interview with Hiring Team (90 minutes)
• A deeper dive with the hiring manager and other team members. You'll walk through your technical experience and collaborate on problem-solving together
• Meet the Product Team (30 minutes)
• A conversation focused on how we work cross-functionally and align on product goals
• Leadership Interview (30 minutes)
• A final chat with our VP of Commercial Strategy & Product to discuss culture, vision, and how you’d contribute at a strategic level

Note: In some cases, we may include an additional technical interview to help finalize our decision.

Hiring Timeline

We’re looking to move quickly and aim to make a hiring decision within the next 30 days.

At Teladoc Health we thrive on difference and individuality. Teladoc Health is proud to be an equal opportunity workplace and is an affirmative action employer. We are committed to equal employment opportunity regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity or Veteran status.

We are committed to fostering an inclusive, accessible environment, where all employees and customers feel valued, respected and supported. We are dedicated to building a workforce that reflects the diversity of our customers and communities in which we live and serve. If you require an accommodation for any stage of the recruitment process / interview process (including alternate formats of materials, or accessible meeting rooms or other accommodation), please reach out to us at RecruitmentAccessibilityRequestsCanada@teladochealth.com