Job Specifications
About Maple
Founded in 2015, Maple is a fast-growing health tech company with a vision to power the future of healthcare by building a connected and superior experience for patients, doctors, and other types of health providers.
We offer virtual care services across multiple distribution channels, including Direct-to-Consumer ("B2C"), Employers and Private Insurers ("B2B") and Public Sector Institutions ("B2I"). With a growing network of 2,000+ healthcare providers and nearly 4 million Canadians with access to our services, Maple is one of Canada’s fastest-growing virtual care companies.
We have established an entrepreneurial culture centered around our purpose to support people’s health and well-being and to strengthen the healthcare system. We attribute our success to our team, who has helped us achieve numerous noteworthy awards including: LinkedIn's Top 10 Startups, Deloitte Canada’s Technology Fast 50, Globe & Mail's Top Growing Companies in Canada, North America’s Inspiring Workplaces, and Glory Professional’s The Power 50: Canada’s Most Impactful Companies.
THE POSITION
We’re looking for a highly organized, tech-forward, and proactive Executive Assistant (EA) to support our executive team. In this role, you’ll provide high-priority support to the CEO, COO, and CMO, managing calendars, coordinating travel, preparing meeting materials, and following up on action items. You’ll also support three additional executives (CPO, CTO, and CFO) with ad-hoc scheduling and coordination as capacity allows.
This is a high-impact, high-trust role with visibility across the business. Clear communication will be key — we’ll rely on you to flag when capacity is limited or priorities need to shift, so we can stay aligned and support you in focusing on what matters most.
You’ll be a great fit for this role if you have past experience as an Assistant, as well as in roles like project coordination, client-facing work, operations, communications, or office management — working in fast-paced, high-accountability environments. You’re a quick learner, highly organized, tech-savvy, an excellent communicator, and energized by helping others operate at their best.
YOUR IMPACT
Provide direct executive support to our CEO, COO, and CMO— including calendar management, travel planning, agenda preparation, briefing notes, and meeting follow-ups
Support scheduling and coordination for the CPO, CTO, and CFO as needed
Support expense reporting and reimbursements for all six executives
Act as a trusted partner to the leadership team—anticipating needs, managing competing priorities, and ensuring smooth day-to-day operations
Create and maintain systems, templates, and processes that streamline executive operations and internal coordination
Support key planning moments across the leadership team, including executive offsites, quarterly planning, and board preparation
Contribute to a strong, connected culture across the executive team by helping establish rituals and rhythms that promote clarity, alignment, and impact
12-18 MONTH DELIVERABLES
In your first 90 days, you'll build trusted working relationships with each of the executives you support and begin driving impact through strong coordination, communication, and problem-solving. You’ll take full ownership of calendar and travel management, establish efficient meeting rhythms, and implement systems for tracking follow-ups and priorities. You’ll get up to speed on Maple’s tools, processes, and executive workflows, and begin identifying areas where operations can be more streamlined and effective.
Over the following 12 to 18 months, you’ll be a key partner to the executive team, known for your ability to keep things moving, add clarity in moments of complexity, and make the leadership team more effective. You’ll lead planning and logistics for offsites, quarterly reviews, and team-wide priorities, while also supporting the preparation of board and leadership materials. You’ll proactively implement new tools, templates, or workflows that bring greater consistency, efficiency, and transparency to how our executive team operates.
KEY COMPETENCIES
Organizational Skills
Time Management
Detail Orientation
Communication
Digital Literacy
CANDIDATE PROFILE
You have 5+ years of experience supporting senior leaders in dynamic, fast-paced environments — this may include Executive Assistant roles or similar roles in operations, coordination, or client service
You have a proven ability to manage complex calendars, coordinate travel, and handle executive logistics with discretion, reliability, and professionalism. You are comfortable acting as a trusted partner to senior leaders and can confidently navigate shifting priorities and competing demands
You bring excellent written and verbal communication skills. You can draft professional communications, tailor messages to different audiences, and communicate clearly on behalf of others when needed
You’re highly organized and detail-oriented.
About the Company
About Maple Maple is a virtual care platform that allows Canadians to see a doctor online within minutes -- 24 hours a day, seven days a week. Patients can securely text, audio, or video chat with a Canadian-licensed doctor for diagnosis, treatment, and prescriptions. We also offer a wide variety of specialties such as dermatology, endocrinology, and mental health therapy, which can be booked in under 72 hours. Incorporated in 2015, Maple has been operating in Canada since late 2016. We initially launched in Ontario and now ...
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