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Canada
Remote only
Hi, I'm Chris, and I lead the Delivery Engineering team at Jane. I've spent most of my career leading engineering and delivery teams, from large-scale cloud transformations at CA Technologies to R&D in regulated healthcare, and these days I do it from a small farm in Prince Edward Island.
Delivery Engineering is a small, senior team with an outsized job. We build and run the pipelines that take code from our codebase all the way to production for the many teams working in a shared codebase. We don't own the product's tests or features; we build the orchestration that extracts, builds, ships, and safely deploys code, and we provide the hooks that make sure every quality check runs when it should. When I started, deploying was a manual, multi-hour process. Today it's a couple of clicks, and we've grown throughput from a handful of deployments a day to dozens, with plenty of room still ahead.
Here's where you come in. Our supported window mostly covers Pacific hours today, and I want to widen it. I'm looking for a senior engineer in the Eastern time zone or further east, ideally in Canada (Atlantic or the UK also work well), who's comfortable with an earlier start so more teams have more of the day to deploy while supported. You'll split your time between keeping delivery healthy for the teams that depend on us and project work to remove manual steps, optimize throughput, and make the whole system faster and more reliable. Our roadmap flexes with the needs of other teams, so comfort with ambiguity matters. If you like small teams, big leverage, and quietly making everyone else's work better, I'd love to meet you.
Take extreme ownership of delivery for the many teams that depend on our pipelines, keeping code flowing to production reliably and unblocking teams quickly when issues arise.
Extend our supported delivery window by working from the Eastern time zone or further east, giving more teams more opportunity to deploy safely across more of the day.
Drive throughput up by removing manual steps from the pipeline, tuning and optimizing our orchestration, and helping us stay ahead of fast-growing deployment demand.
Lead thoughtful change management, recognizing that a change to how delivery works changes how every team ships, and preparing people for that change rather than just shipping it.
Enable other engineers to deliver better over time through clear communication, guidance, and strong design. People will come to you with questions, and you'll leave them more capable.
Use AI as a core part of how you work, leaning on agentic coding tools to research, design, and generate the deterministic pipeline code we need, so your time goes to thinking and design rather than hand-writing every line.
Solid experience as a senior DevOps, delivery, or platform engineer, with strong command of Git and GitHub Actions (or an equivalent CI/CD system such as CircleCI, Blacksmith, or Depot).
A good working understanding of DevOps principles and CI/CD pipeline design. You don't need to be the foremost expert, but the core concepts should be second nature.
Comfort with YAML (the bulk of our work) and some Bash scripting, plus familiarity with Docker and containerization, since everything we run is containerized.
Experience with observability tooling such as Datadog to understand what's happening inside pipelines.
Fluency with AI coding tools (we lean on Claude first, Cursor second), able to direct agents to do the heavy lifting while you stay focused on design and correctness.
Experience in a monolith or large shared codebase at a company of meaningful scale, where one team's change or flaky test can affect another. You understand those pains and know how to navigate them. Experience scaling delivery at a high-growth company is a strong asset.
Strong communication and a genuine, collaborative approach. Our team is small, senior, and opinionated, and we deeply respect one another.
Located in the Eastern time zone or further east, with Canada strongly preferred and Atlantic or the UK also a good fit, and comfortable with an earlier-than-standard start to support an extended delivery window.
Ruby experience is a nice-to-have (some of our tooling, including our deployment tool, is built in Ruby), but not required.
If you don't meet every single qualification but are excited about this role, we'd still love to hear from you.
Jane is a founder-led, high-growth SaaS company with a remote-first team working 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. We're all responsible for being deeply connected to their needs, obsessed with improving their experience, and proud of the difference our work makes in their day-to-day lives.
Jane is growing fast, and that growth brings exciting challenges that call for adaptability, resilience, learning agility, 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 as we go. More than 70,000 businesses run on Jane which has 250,000+ practitioners interacting with our product on a daily basis and growth is continuing to accelerate.
Our goal isn't just delivery - it's delight. We move quickly, communicate openly, and solve real problems together. If you're energized by ambiguity, motivated by impact, and eager to learn with others, you'll thrive at Jane.
At Jane, we're committed to paying fairly, clearly, and above all, paying for growth. This role has an annual salary range of $128,000 to $200,000. 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 $152,000. 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!
Jane takes job scams and candidate fraud seriously. Jane will only contact you from an @jane.app email address. We'll never contact you from a personal email, ask for payment, or request purchases during the hiring process. If something doesn't seem right, please reach out to us at hiring@jane.app before sharing any personal information.
