Jobs at MedMe Health (YC W21)

Lead complex enterprise SaaS implementations from post-sale planning through go-live, adoption, phased expansion, and account handoff. Coordinate customer and internal cross-functional teams across operations, clinical services, marketing, training, IT, Product, Engineering, and Support. Manage scope, milestones, risks, change requests, governance, and escalations. Build MedMe’s implementation playbook, delivery toolkit, service tiers, and repeatable processes for larger pharmacy rollouts.

Serve as MedMe's first in-house counsel for Canadian and US operations. Lead commercial contract review and negotiation, corporate governance, cross-border legal matters, privacy and AI risk, employment law support, and healthcare-related compliance. Build scalable legal playbooks, templates, and triage processes while coordinating with outside counsel when needed. Partner with business and People & Culture teams to translate legal risks into practical guidance.

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.

Lead end-to-end development and production ownership of AI-driven backend capabilities and LLM/voice agent workflows. Improve reliability, observability, security, and operational maturity while iterating quickly from customer feedback and scaling team delivery.