Location: Toronto, ON (Hybrid In Office Monday, Thursday and every second Tuesday) We’re building Toronto’s dedicated platform for home management to empower the city’s homeowners and to better connect our neighbours and the local Pros they trust. Our focus is purely on the GTA market right now. We build our property base one street at a time, and our marketplaces one neighbourhood at a time.

We’re a local tech company in every sense of the word. We believe in high-trust hyperlocal communities. And we believe that tech companies should go to work for the locally loved Pros of the GTA rather than trying to get those Pros to effectively work for the tech company.

We believe that it’s good business to care. We believe that this problem space deserves a form of digital transformation that the people and Pros of Toronto can trust and invest in. The engineering team is looking for an AI Engineer who can build the LLM and agentic capabilities that bring intelligence into the Quartermaster experience.

This role is less about traditional ML modelling and more about the hands-on software engineering needed to get LLMs into production: prompting, agentic workflows, and API-based model integration, shipped through our existing Python/TypeScript stack. This is a hands-on role for an ambitious engineer, someone with a strong SaaS software background who's looking to grow into owning intelligent features end-to-end. You don't need a modelling or academic ML background; you need solid engineering fundamentals, real experience shipping LLM-backed features, and the initiative to help figure out where intelligence belongs in the product next.

If we’re not our customer’s best choice, then we’re wasting their time. Empowerment – Any win we achieve needs to be first and foremost a win that we deliver to others, starting with our customers, and their long term best interests. VACATION AND BENEFITS We offer 30 days of PTO annually,



which can be used for vacation, personal days, or illness.

In addition, our benefits plan covers health, dental and wellness to add that extra pep in our step, and help us sleep at night. We have a tech allowance benefit to help set you up for work. We have pregnancy and parental leave policies, and we’re ready to support your family’s next stage of growth.

Design, build, and ship LLM-powered and agentic features across the Quartermaster product — maintenance guidance, contractor matching, document understanding, conversational experiences, and similar user-facing intelligence Integrate LLM APIs and agentic frameworks into our Python/TypeScript SaaS stack, following our existing engineering patterns and conventions Take ownership of these features from API design and prompt/agent design through testing, deployment, and monitoring in production Apply sound software engineering practice (testing, code review, incremental delivery) to LLM-based features — including evaluating and regression-testing prompt and agent behavior, not just conventional code paths Help establish internal patterns and conventions for building and maintaining LLM/agentic features as the team grows this capability Hands-on experience building with LLMs — prompting, API integration, and/or agentic workflows (not limited to a research or notebook context) Strong software engineering fundamentals, with hands-on experience in Python Background in SaaS web development — building and shipping features in a production web application A product-engineering mindset: you care about shipping a feature that works for real users, not just a model that scores well offline Experience with a Python async web framework (FastAPI or similar) and a document database (MongoDB or similar) Experience with Typescript Experience with Claude Code or similar AI-assisted development tools Experience with vector search / retrieval pipelines Prior experience in a small-team or early-stage SaaS setting, owning features end-to-end

📌 AI Engineer (Remote) (Toronto)
🏢 Quartermaster
📍 Toronto