Development Manager - AI Tooling & Developer Experience

Jane App; Canada; Remote; CAD 158,000 - 248,000; Full time

Job summary

A leading healthcare technology company is looking for an AI Development Leader to manage AI-driven developer tooling initiatives. This remote role offers the chance to shape the future of engineering practices, with a focus on innovation and collaboration across teams. Ideal candidates have leadership experience, technical fluency, and a strong understanding of AI tools. Competitive compensation ranges from $158,400 to $247,500 annually.

Benefits

Comprehensive benefits package

Regular career development conversations

Inclusive workplace environment

Qualifications

• 2+ years leadership experience in developer management or equivalent.
• Comfortable understanding development trade-offs and guiding conversations.
• Strong knowledge of AI tools and their functionalities.

Responsibilities

• Lead and grow a team focused on AI-driven developer tooling.
• Partner with teams to define AI best practices in development.
• Evaluate ROI of new AI tools and contribute to budgeting.

Skills

Leadership experience

Technical fluency

AI-curious and AI-aware

SaaS experience

Communication & advocacy skills

Culture fit

Tools

Cursor

Copilot

OpenAI APIs

Job description

Overview

Join Our Mission: Help the Helpers with Jane

Jane is a team focused on fostering growth, spreading delight, and serving our healthcare community. We are on the hunt for people ready to join us while we simplify the lives of healthcare practitioners and patients daily. Jane is a remote-first company, meaning every role at Jane, including this one, is remote - giving you the freedom to work from any corner of Canada.

Learn More About Us

We are founder-led and live our values while maintaining a clear vision for the future. Our product enables physiotherapists, mental health counsellors, chiropractors, and other allied health practitioners to run their practices in a digital-first way through features such as online booking, charting, scheduling, telehealth, secure payments and billing, and an evolving library of features. You can see more of them here.

There is often a high bar for the quality of work and the care we show for each other and our customers. It’s about your curiosity and drive to solve the right problems and your agility in learning new ways of thinking.

Jane offers autonomy and flexibility to help integrate work into your life in a way that makes sense for you. You can block out time to pick up the kids, for example. We have a Slack channel for parents and channels dedicated to plants, furry friends, food, pride, and wellness. We also connect in person through departmental get-togethers, company retreats, and possibly a conference or two across North America. We are searching for folks who are ready to become part of our journey toward making healthcare professionals’ lives easier every day. You can also learn more about Jane as a company and a product by checking out our Glassdoor reviews and Capterra reviews.

We’ll keep it real — the growth is ongoing and involves navigating an environment with many moving parts. This is where you come in. If you’re resourceful and enjoy solving problems, you’ll fit right in.

We believe in collaboration, humility, and a growth mindset. If after reading this you feel excited about the opportunity to help those who help others, reach out to learn more.

In short, if you’re excited by our growth, ready to contribute to a challenging yet rewarding environment, and eager to be a disruptor alongside a team of talented individuals, we’d love to hear from you!

Your Role in Our Journey

Over the past year, Jane has piloted a small but ambitious team focused on exploring how AI-powered tools can support and accelerate the work of our engineers. From building an AI-driven merge assistant to championing best practices with tools like Cursor and Copilot, this early work has shown the meaningful ways AI can transform development. We’re now looking for a leader to take this momentum forward by guiding our growing AI Tooling & Developer Experience team. In this role, you will establish Jane’s center of excellence for AI in development, advocate for the power of AI across the organization, and help shape the future of how our engineers work. You will also lay the foundation for a broader tooling mandate, driving innovation in automation, developer environments, and the overall developer experience at Jane.

The Impact You Could Have

• Lead and grow a small, high-impact team focused on AI-driven developer tooling, with potential to expand over the next year.
• Partner with Product, Engineering, and Developers across Jane to define best practices for AI adoption in development workflows.
• Act as a visible advocate for AI usage, sharing learnings across teams via Tech Radar and internal demos.
• Oversee the delivery of tools, best practices adoption, and integrations that improve developer productivity and reduce friction.
• Evaluate the ROI of new AI tools and models, and play an active role in budgeting.
• Shape the team’s long-term vision to expand into a broader developer experience group, owning tooling, automation, and environments.
• Build a culture of experimentation, quick iterations, clear communication, and thoughtful technical decision-making.

The Experience We Feel We Need

• Leadership experience: 2+ years in a dev management role (or equivalent), ideally leading teams focused on developer tooling, developer experience, or AI initiatives.
• Technical fluency: You don’t need to be writing production code, but you should be close enough to development to understand trade-offs, guide conversations, and credibly advocate for best practices.
• AI-curious and AI-aware: Strong knowledge of the AI tooling landscape (Cursor, Copilot, OpenAI APIs, etc.). You don’t need to have built an LLM, but you must understand how these tools work and how to get the best out of them.
• SaaS experience: Familiarity with building and scaling SaaS products, APIs, and cloud environments.
• Communication & advocacy skills: Comfortable being a visible voice for your team; presenting at internal forums, sharing wins, and evangelizing best practices across the org.
• Culture fit: Organized, growth mindset, approachable, and aligned with Jane’s values of curiosity, empathy, and helping more helpers.

Compensation & Benefits

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!

At Jane, we’re committed to fostering an environment that allows you to come to work as your truest self. We believe it’s important to actively recognize, embrace, and celebrate our differences in order to make Jane an inclusive, equitable, and diverse workplace.

We want to build a team of people who make conversations rich with perspective and experience. We are committed to listening to every voice in order to learn and grow because doing this will allow us to meet the needs of the diverse community of helpers that Jane serves.

We do not tolerate discrimination, prejudice, or oppressive isms of any kind. Employment is decided on the basis of qualifications, merit, experience, and the needs of the Jane community. We encourage anyone who requires accommodation or adjustments throughout the interview process to let us know, and we will do our best to support you.