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Director of Product Management - Infrastructure & Enablement

June 9, 2026

Jane's Platform & Enablement group is where the foundational work happens - the systems, services, and shared capabilities that the rest of our product and engineering teams build on top of. This role will work closely with leadership across our Product Org, leading the product side of a group that touches three connected areas: deep technical infrastructure (cloud, data, security, resilience), software enablement (the shared tools, services, and platforms that other teams build on), and a growing set of customer-facing surfaces that shape how practitioners and partners experience Jane every day.We're being honest with ourselves: this is a hard role to fill. It calls for someone who has lived across that full spectrum before - someone who can hold a deeply technical conversation about cloud architecture in the morning, lead a customer research session on login experience in the afternoon, and translate both into a clear narrative for business leaders by end of day. We're looking for the rare leader who's done it.If that sounds like you, we'd love to talk.<h3>What Impact We're Looking for You to Make</h3><ul style="min-height:1.5em"><li>Lead the product strategy across infrastructure, software enablement, and our emerging customer-facing platform surfaces - holding the connective tissue between deep technical decisions and the customer outcomes they enable</li><li>Build and grow a team of senior product managers, creating the conditions for them to do their best work, develop their craft, and feel genuinely supported as they navigate complex, cross-functional problem spaces</li><li>Establish a clear, transparent prioritization philosophy that the broader organization can trust - making trade-offs visible, decisions explainable, and the path forward understandable to technical and non-technical stakeholders alike</li><li>Partner closely with development and design, dividing and conquering across a wide remit while keeping security, compliance, and customer experience as first-class citizens of the work</li><li>Translate technical complexity into clear, actionable narratives for business leaders - so that the value of platform work is understood, funded, and celebrated alongside more visible feature work</li></ul><h3>What Experience We Need</h3><ul style="min-height:1.5em"><li>Extensive product management experience, including 5+ years leading and growing PM teams - ideally as a Director, Senior Director, or VP of Product at a technically deep SaaS company</li><li>Demonstrated experience across the full spectrum of platform and product work - from infrastructure and developer-facing tooling to customer-facing surfaces</li><li>Strong technical fluency - enough to lead senior PMs working on cloud infrastructure, data platforms, and core services, and to engage credibly with senior engineering leaders without needing translation</li><li>Exceptional communication skills, especially the ability to translate technical complexity into digestible, actionable insight for executives, cross-functional partners, and customers - this is non-negotiable for the role</li><li>A clear, well-developed philosophy on prioritization that values transparency and collaboration, paired with strong business judgment, customer empathy, and the kind of humility that makes senior leaders easy to work with</li></ul>If you don't meet every single qualification but are excited about this role, we'd still love to hear from you.<h3>More About Jane</h3>Jane is a founder-led, high-growth SaaS company born in North Vancouver, British Columbia. We’re now 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. 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.We’re also embracing the possibilities of AI, using it to work smarter, improve our systems, and create even better experiences for our customers and our team.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.<h3>Compensation & Benefits</h3>At Jane, we’re committed to paying fairly, clearly, and above all, paying for growth. This role has an annual salary range of $205,600 to $295,600. 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 $244,200. 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 <a target="_blank" rel="noopener noreferrer nofollow" class="postings-link" href="https://vimeo.com/880258361">this</a> 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.

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...