Executive Assistant (EA)

Canada·TorontoFull-Time Employeemid

OtherExecutive AssistantAdministrative & OfficeAdministration & Office Support

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Quick Summary

Overview

Build better healthcare together Maple’s purpose is to meet the world's healthcare needs. We’re Canada's leading on-demand healthcare platform, connecting patients with Canadian-licensed doctors, nurse practitioners and specialists.

Technical Tools

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Build better healthcare together

Maple’s purpose is to meet the world's healthcare needs. We’re Canada's leading on-demand healthcare platform, connecting patients with Canadian-licensed doctors, nurse practitioners and specialists. Today, we’re proud that over 8 million patients and 7,000 businesses and government partners have access to same-day, proactive and ongoing care. We enable people to take control of their health and push the boundaries of what’s possible every day.

Bold minds. Big impact.

A career at Maple is about making an impact. We empower bold thinking, surround you with an inspiring team and are driven by a motivating purpose. Here, you’ll do work that changes lives — including your own.

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.

In your first 90 days, you'll build trusted working relationships with each of the six 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.

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. You excel at bringing structure to ambiguity and are always thinking a few steps ahead to anticipate needs and prevent issues before they arise.

You have strong digital literacy and are comfortable with tools like Google Workspace, Slack, Zoom, and internal systems. You’re quick to learn new tools and often find ways to use them more efficiently.

You understand the value of follow-through and are experienced with tasks like preparing agendas, capturing action items, and ensuring next steps don’t fall through the cracks.

You remain calm and solutions-oriented under pressure, and you bring a thoughtful, proactive energy to your work and relationships.

You also have a strong interest in AI and already use tools like ChatGPT (or similar) to enhance your work—for example, by drafting communications, summarizing meetings, or organizing your workflow.

Requirements

~1 min read

At Maple, we do not currently use Artificial Intelligence (AI) or automated tools to screen, assess, or select candidates. Every application is thoughtfully reviewed by our Talent Acquisition team or hiring managers.