Staff AI Tooling Developer

Hi, I'm Mark, and I lead Jane's AI Transformation team. I've been at Jane for 6 years, and our team's mission is to build the platform that turns every person at Jane into an AI-powered builder.

At Jane, we believe AI should be human-in-control, privacy-conscious, and mission-aligned. We're not chasing hype - we're building infrastructure that helps the helpers do their best work. Our mantra: automate the ordinary so we can focus on the meaningful.

As a Staff AI Tooling Engineer, you won't just build internal tools - you'll help architect Jane's AI platform from the ground up. That means designing the knowledge systems that let agents discover and use context securely, building the orchestration layer that connects our core systems, and enabling teams across Jane to create their own AI-powered workflows. You'll work closely with Support, Finance, Recruiting, Operations, and Product to turn focused pilots into scalable, trustworthy solutions.

This role sits at the intersection of platform engineering, applied AI, and organizational transformation. You'll help define how 700+ people work with AI every day, by building both the platform and the tools to help them succeed.

What Impact We're Looking for You to Make

Build Jane's AI platform infrastructure: Design and implement the foundational systems - knowledge graphs, context management, secure integrations - that enable teams to build and deploy AI agents confidently.

Enable transformation, not just optimization: Partner with teams to identify opportunities where AI can fundamentally change how work gets done, not just make existing processes 10% faster. We're aiming for 10x improvements through reimagining workflows entirely.

Connect and orchestrate: Integrate core systems (HubSpot, Helpscout/Intercom, HRIS, Looker/Snowflake, GitHub, Jira, Slack) into a coherent platform where context flows securely to the agents and people who need it.

Shape our approach: We're still making foundational platform decisions. You'll have real input into the tools, patterns, and standards that define how AI works at Jane for years to come.

Build a culture of builders: Create documentation, patterns, and examples that help non-engineers across Jane become confident AI builders. Your success is measured partly by how many people you enable.

What Experience We're Looking For

10+ years of software engineering experience, with meaningful exposure to AI/ML systems, LLM integration, or agent-based architectures.

You provide technical leadership and are able to remove friction and amplify the impact of the people around you.

Strong backend engineering skills (Python, TypeScript, or Go). You write clean, maintainable systems that others can build on.

Experience with context engineering patterns: RAG architectures, knowledge graphs, embedding systems, or similar approaches to giving AI systems the right information at the right time.

Familiarity with agent frameworks, orchestration platforms, or workflow automation systems. You understand how to build AI that takes action, not just generates text.

A strong security and compliance instinct. Ideally you've built systems in regulated environments (healthcare, finance, or similar). You think about data flows, access controls, and audit trails as core design concerns.

Comfort with ambiguity and emerging technology. The AI landscape shifts fast; you stay curious, experiment thoughtfully, and adapt.

Clear communication skills. You can explain AI capabilities and limitations to non-technical teammates and build trust through transparency.

More About Jane

Jane is a founder-led, high-growth SaaS company born in North Vancouver, British Columbia. We're a team of more than 700 people working remotely across Canada, the US, and the UK, united by our mission to help the helpers.

We build the products and tools that thousands of clinics rely on every day to run their businesses, care for their patients, and grow their communities. That level of impact means every person at Jane plays an important role in how we show up for our customers.

Jane is growing fast, and that growth brings challenges that call for adaptability, resilience, and humility. We're proud of what we've built and quick to admit what we don't know yet. We listen, learn, and adjust.

Our goal isn't just delivery—it's delight. We move quickly, communicate openly, and solve real problems together. If you're energized by building something new, motivated by impact, and ready to help define how AI works at a company that genuinely cares, you'll thrive here.

At Jane, we’re committed to paying fairly, clearly, and above all, paying for growth. This role has an annual salary range of $158,400 to $247,500. While that is a large range, it is intentional. It reflects the full growth journey someone might take in the role, from developing skills early on to becoming highly proficient and ultimately achieving excellence.

Most new hires join at the accomplished stage, which for this role represents an annual salary of $188,100. A starting salary below this typically indicates a candidate with strong potential who is still developing key skills. Salaries above this usually apply to existing team members who have made a significant impact and bring deep Jane-specific knowledge.

We believe in paying for growth. You’ll have regular career development conversations with your manager and your compensation will grow as you gain experience and contribute meaningfully to our mission.

Paying clearly is one of our compensation fundamentals. Watch this short video to learn how our salary bands are set. You’re also encouraged to ask questions about compensation at any point during the interview process.

We also offer a comprehensive benefits package, You can learn more about it here

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