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MedMe Health (YC W21)

Platform Engineer

Posted Yesterday
Be an Early Applicant
In-Office or Remote
Hiring Remotely in Toronto, ON, CAN
Senior level
In-Office or Remote
Hiring Remotely in Toronto, ON, CAN
Senior level
Build and operate MedMe’s AWS platform, including infrastructure, deployment pipelines, observability, audit logging, and security controls. Lead platform initiatives, consolidate CDK configurations, improve deployment workflows, support engineering teams, and guide infrastructure security and compliance. The role requires strong Terraform expertise, hands-on AWS CDK experience, production infrastructure ownership, and on-call experience. It is hybrid in Toronto with occasional travel.
The summary above was generated by AI
Intro

Hey, I'm Kalai, Engineering Manager at MedMe Health. I lead the Nova pod.

The Team / Opportunity

MedMe is the software layer that pharmacies across North America run their clinical services on. Nova is the pod that builds and owns the platform everything else sits on: our AWS infrastructure, deployment pipelines, observability, and the security controls that let us operate credibly in a HIPAA and PHIPA world. When Nova does its job well, every other pod ships faster and sleeps better.

Right now we know exactly what needs to happen and we don't have the hands to do it. HIPAA audit logging, real observability, and a serious cleanup of our platform tech debt (multiple CDK configurations scattered across repos, no consolidated view of our infra, no configurable deployment pipeline) are all scoped and waiting. At the same time, Nova is the team every other pod turns to for infrastructure support, so platform work competes daily with requests we can't reasonably say no to. Adding senior capacity is how we stop that tradeoff.

Our core platform team is in Indonesia, and hiring in EST gives us close to round-the-clock coverage plus a third experienced voice in the room when we're making architectural calls. You'd be joining a small, high-trust team with a clear backlog of work that matters, and a lot of room to shape how it gets done.

The Role

We're hiring a senior platform engineer (infrastructure and observability) for Nova.

In your first 90 days, you'll:

  • Take ownership of at least one major platform initiative end to end, most likely HIPAA audit logging, observability, or infra consolidation, depending on where the team lands when you join

  • Get deep enough in our AWS and CDK setup to make confident changes, and start untangling the per-repo configuration sprawl

  • Become a default person other pods come to with infrastructure questions, so requests spread across the team instead of concentrating

Longer term, you'll:

  • Own the deployment pipeline story, moving us from bespoke per-repo setups to something configurable and boring

  • Drive our security and compliance posture on the infrastructure side, in partnership with our Enabling Engineer for Security and Compliance

  • Help set the technical direction for the platform as our footprint grows across regions and cloud providers

What We're Looking For

We're looking for someone who brings:

  • Real seniority. You've operated production infrastructure at scale, you've been on call for it, and you've made the mistakes already

  • Strong Terraform experience. This is non-negotiable for us

  • Hands-on AWS CDK experience, ideally in TypeScript

  • A working base in EST or close to it, so you overlap with both our Canadian team and our platform engineers in Indonesia

  • A bias toward accuracy over speed. We'd rather get infrastructure right the first time than move fast and page someone at 2am

Bonus points if you bring:

  • GCP or Azure experience alongside AWS, since our footprint and customer requirements are diversifying

  • Experience in a regulated or healthcare environment (HIPAA, PHIPA, SOC 2), or genuine interest in learning that side

The Interview Process
  1. Hiring manager chat with me (45 min). Context on the role, your background, and mutual fit

  2. Live coding (60 min), in two phases. Phase 1 is a code review, phase 2 is writing code

  3. System design interview (60 min). Grounded in problems close to what you'd actually work on here

  4. Offer

How We Use AI

At MedMe, we use AI to help us organize and manage applications, so our team can spend their time where it matters most. Every CV is personally reviewed by a human being; AI helps us stay organized, not make decisions. We believe AI should make great people more effective, not replace the thinking and judgment that great hiring requires.

Perks at MedMe
  • Comprehensive Health Benefits: Full coverage for dental, vision, physical, and mental health, plus a health spending account to cover additional wellness needs

  • Group RRSP: Secure your future with our Group Registered Retirement Savings Plan (RRSP)

  • Professional Development: We support your growth with a yearly budget dedicated to learning opportunities

  • Work-from-Home Stipend: A dedicated stipend to help set up and maintain your ideal home office

  • Office Closure for Holidays: Enjoy 1-2 weeks of company-wide office closure during the holidays

  • Company Retreats: Participate in exciting on-site team retreats for collaboration and bonding

Location

This is a hybrid position, based at our office located at the intersection of Adelaide and Spadina in Toronto, with in-person work required 2-3 days per week, aligned to operational needs. Occasional travel is expected for customer meetings, partner discussions, and industry events. Remote candidates may be considered on an exceptional basis based on experience.

Equal Opportunity & Accessibility

MedMe is a proud equal opportunity workplace that is committed to equal employment opportunity regardless of race, colour, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity or Veteran status. We're looking for motivated and compassionate people who can execute from the ground up and support the work that MedMe believes in.

MedMe is committed to developing an inclusive, barrier-free recruitment process and work environment. Should you require any accommodation, please inform us and we will work with you to meet your accessibility needs. For any accessibility-related assistance, requests for information in accessible alternative formats or to report any accessibility problems, please share in your application.

Learn More About MedMe

If you'd like more context on MedMe, our growth, and the team you'd be joining, here are a few highlights:

  • Globe and Mail – Canada's Top Growing Companies (2025): MedMe was recognized on The Globe and Mail's list of Canada's Top Growing Companies, based on audited three-year revenue growth. 🔗 Link

  • Forbes 30 Under 30: Our co-founders were named to Forbes 30 Under 30 for their work building MedMe. 🔗 Read more

  • C100 Growth Cohort (2025): MedMe is part of the 2025 C100 Growth Cohort, a selective community of Canada's top scaling companies. 🔗 Link

Compensation

The salary range for this role is CAD $110,000.00 – $156,000.00 annually. Compensation is determined based on experience, skills, and alignment to the role's scope. We're happy to discuss the full details of our compensation package with candidates who progress through our interview process.

HQ

MedMe Health (YC W21) Toronto, Ontario, CAN Office

175 Bloor Street East, Toronto, Ontario, Canada, M4W

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