SiftMed turns thousands of pages of messy medical records into a clear, source-linked account of what happened. Insurance claims teams, lawyers, life care planners, and independent medical experts use it to review a file in under 30 minutes instead of days. Behind every file is a person waiting on a decision about an accident or disability claim, and our job is to make sure that the facts that matter don't get missed.about $11 million raised, most recently a $5 million seed led by Staircase VenturesRevenue has more than doubled every six monthsCuts medical record review time by 50–70%The team: John's, Newfoundland, with remote team members in Nova Scotia, Current Brunswick, and Ontario. Four times a year, the whole company gets together outside the office for Boil-Up: a week of strategic planning and funSiftMed is growing quickly, and our customers are asking for more: new use cases, bigger case files, and higher expectations for accuracy. We are looking for a senior engineer to help shape the platform for its next stage. It's a role with founding-engineer scope on a product that already has paying customers, and you'd work directly with the CTO on decisions that matter. Day to day, you'll move between UI, backend services, data pipelines, and cloud infrastructure.
Build reliable, event-driven pipelines that turn thousands of pages of medical records into structured, trustworthy outputKeep the platform fault-tolerant and observable under real-world workloads as case volumes growWork directly with customers to understand what they actually need, and turn competing requests into one product that works for insurers, lawyers, and life care planners alike3. You balance pragmatism with technical excellence,



and you know which one a problem calls forYou're excited about AI tools and clear-eyed about their limits. You own what ships, no matter who or what wrote itYou value visibility into the whole business: the numbers, the strategy, and the reasoning behind decisionsYou appreciate just enough process to ship well and no moreYou want your work to make a difference for real people, not just move a metric4. Own features from the customer problem through to production and monitoring, working directly with the CTO, VP Product, and our customersTechnical direction: As one of our most senior engineers, shape how the platform grows, from the document pipeline to AWS infrastructure and security. Help build the testing, release automation, and review habits that let a small team ship quickly and safely with AI coding toolsMentorship: Help a team of 10 engineers grow through code review, pairing, and design feedback5. You have:5+ years building production web products across frontend and backend, including with React and Next.
JsBuilt and run production systems in the cloud, including keeping them secure and reliable as usage growsUsed AI coding tools every day, with the judgment to know when the output isn't good enoughImproved how a team builds software (code review, testing, and mentorship)Worked closely with customers or product to decide what to build, not just how to build itIt's a bonus if you:Have shipped features built on LLM APIs (prompting, evals, cost,



latency)Have worked with sensitive data such as health, legal, or financial recordsHave built document-processing or data-heavy pipelinesHave worked with AWS serverless and infrastructure-as-code (Lambda, Step Functions, Terraform or CloudFormation)Have helped a startup grow through its next stageFrontend: React and Next.
Js in TypeScriptBackend: NestJS REST API in TypeScript with Prisma; a public customer API that integrates with customers' systemsData: MySQL per customer, a central PostgreSQL platform database, OpenSearch for search, S3 for documentsPipelines: AWS Step Functions orchestrating Lambda and ECS tasks in TypeScript and Python for file preparation, classification, extraction, grouping and de-duplicationAI: Several LLMs through AWS Bedrock, chosen per step, with fallbacks; prompts and model configuration managed as data, not codeInfrastructure: AWS ECS Fargate, Cognito, Terraform, CloudWatch; separate processing accounts per region (Canada and US)CI and testing: Every PR gets its own production-like test environment, and Playwright and AI accuracy checks run there before reviewDev tooling: Intro chat with our CTO (Technical session with our CTO and Chief AI Officer (Bring your own setup and whatever AI tools you normally use. Peer interview with an engineer and a product manager (How you work with others and how you think about what to build: handling conflicting requests, pushing back on a spec, getting a feature from a customer conversation to production. We believe in trust and autonomy and therefore provide a flexible working environment. We're committed to building an inclusive, diverse, and equitable team, and we welcome applicants of all backgrounds.

📌 Senior Product Engineer (Winnipeg)
🏢 SiftMed
📍 Winnipeg