Seeking a highly organized Executive Assistant to support co-CEOs by managing communications, calendars, travel, and leveraging tech tools for efficiency, thriving in a fast-paced environment.
Join Our Mission: Help the Helpers with Jane
Let's kick things off with a quick intro. Jane is a team that's all about fostering growth, spreading delight, and serving our healthcare community. We're on the hunt for people ready to jump in and join us while we simplify the lives of healthcare practitioners and patients daily. And guess what? 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're founder-led, which means we live our values while maintaining a clear vision for the future. Our product enables the likes of 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 along with an evolving library of features. You can see more of them here.
There is often a high bar set, not just for the quality of work, but for the care we show for each other and our customers. And it’s our customers raising that bar, never standing still and continually improving which keeps us on our toes. It's not just about what you've done before or how quickly you work; it's about your curiosity and drive to solve the right problems and your agility in learning new ways of thinking.
No doubt, Jane's a special place to work. There is autonomy and flexibility to help integrate work into your life in a way that makes sense for you. Need to block out time to pick up the kids? Go for it. That's normal here. And yes, we have a Slack channel for parents, but we've also got channels dedicated to plants, furry friends, food, pride, wellness - you get the idea! While we love to connect virtually, the Jane team also connects in person throughout the year. That comes in the form of departmental get-togethers, company retreats, or possibly a conference or two across North America if you’re keen to learn more about our community of healthcare providers. We're on the search for folks who are ready to dive in and become part of our journey toward making healthcare professionals' lives easier every single day.
You can also learn more about Jane as a company and a product by checking out our Glassdoor reviews and our Capterra Reviews.
But we’ll also keep it real — as much as we love our work, the mountain we're climbing is always getting taller. We're a growing company, and with that comes the challenge of navigating an environment with many moving parts, often without a clear-cut path laid out in front of us. This is where you come in. If you're the kind of person who gets a kick out of being resourceful and loves solving problems, you'll fit right in.
We believe in collaboration, humility, and keeping a growth mindset. We're looking for people who can embrace our way of working, which often means being flexible and open to change. So, if after reading this, you feel excited about the opportunity — all in the name of helping those who help others — reach out to us 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
We are seeking a highly organized, experienced,and tech-savvy Executive Assistant to support our co-CEOs. This is a newly formed role supporting our co-CEOs Ali and Trevor, helping them stay on top of meetings, communications, and follow-ups both internally at Jane and with external stakeholders and reach-outs (e.g., Board, investors, speaking invitations, etc.). This role is ideal for someone who thrives in a fast-paced environment, anticipates needs, and leverages both traditional organization and modern AI tools to streamline operations. You’ll play a key role in ensuring our CEOs day-to-day and week-to-week activities run smoothly, and helping them prioritize interactions and responses to ensure the right things are getting their attention.
The Impact You Could Have
- Inbox & Communication Management: Monitor and triage the co-CEO’s inboxes, prioritize communications, and draft and send follow-ups as needed (e.g., external requests, Board coordination, etc)
- Calendar Management: Own and manage calendars, scheduling meetings, coordinating appointments, and ensuring optimal time allocation.
- Travel Coordination: Arrange occasional travel, including flights, accommodations, and itineraries.
- Meeting & Event Support: Coordinate executive lunches, dinners, and board meetings, including handling catering and on-site logistics.
- Tech & AI Fluency: Utilize modern tools - including AI platforms and productivity apps - to automate tasks, increase efficiency, and assist in daily operations.
The Experience We Feel We Need
- 5+ years as an executive assistant within fast-paced, scaling organisations
- Tech-savvy: Brings experience experimenting with and using the latest AI tools to automate repetitive tasks, freeing up capacity for more complex and bespoke work. Comfortable with Google Suite (Gmail, Google Docs), Slack, Notion, AI tools such as Fellow, Travel platforms (such as Travel Perk), and learning new tools quickly on the go
- Growth & Improvement mindset: Curiosity and drive to continuously learn and explore ways to make things simple, more efficient and productive for our busy leaders, with an emphasis on leveraging the latest AI tools available.
- Excellent communication and writing skills; confident drafting and driving senior-level correspondence.
- Highly organized with exceptional attention to detail and time management.
- Comfortable balancing multiple tasks, managing shifting priorities, and working independently.
At Jane, we’re committed to paying fairly, clearly, and above all, paying for growth. This role has an annual salary range of $71,600 to $107,400. 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 $85,100. 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.
Employment decisions are made based on how a candidate’s skills and experiences match the role and what they bring to the Jane community, assessed through a fair interview process.
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.
Top Skills
Ai Tools
Fellow
Google Suite
Notion
Slack
Travel Platforms (Travel Perk)
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