Executive Assistant

Maple (getmaple.ca); Toronto; Hybrid; CAD 60,000 - 80,000; Full time

Job summary

A health tech company in Toronto is seeking an Executive Assistant to support its executive team. In this hybrid role, the assistant will manage calendars, coordinate travel, and enhance operations. Ideal candidates have 3+ years in similar roles, excellent communication skills, and a proactive attitude. Benefits include comprehensive health insurance, wellness budget, and professional development opportunities.

Benefits

Comprehensive health, dental, counseling, and life insurance

Health spending account

Wellness budget

Virtual healthcare access

Paid health days

Opportunity to work internationally

Retirement savings plan

Professional development budget

Qualifications

• 3+ years supporting senior leaders in dynamic environments.
• Ability to manage complex calendars and coordinate travel.
• Excellent written and verbal communication skills.

Responsibilities

• Manage calendars, travel, agendas, and follow-ups.
• Coordinate scheduling for leadership team members.
• Develop systems, templates, and workflows for operations.

Skills

Organizational Skills

Time Management

Attention to Detail

Communication

Digital Literacy

Education

Experience in EA, operations, or client service roles

Tools

Google Workspace

Slack

Zoom

Job description

Join us to apply for the Executive Assistant role at Maple (getmaple.ca)

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 healthcare providers.

We offer virtual care services across multiple channels, including Direct-to-Consumer ("B2C"), Employers and Private Insurers ("B2B"), and Public Sector Institutions ("B2I"). With over 2,000 healthcare providers and nearly 4 million Canadians served, Maple is among Canada's fastest-growing virtual care companies.

Our entrepreneurial culture is centered around supporting health and well-being and strengthening the healthcare system. Our success has been recognized through awards such as LinkedIn's Top 10 Startups, Deloitte Canada's Technology Fast 50, Globe & Mail's Top Growing Companies, North America's Inspiring Workplaces, and Glory Professional’s Power 50.

The Position

We seek a highly organized, tech-savvy, and proactive Executive Assistant (EA) to support our executive team. You will provide high-priority support to the CEO, COO, and CMO, managing calendars, coordinating travel, preparing meeting materials, and following up on action items.

This role offers high visibility and impact within the organization. Effective communication is essential — you'll need to flag capacity issues or shifting priorities to keep the team aligned and focused on key objectives.

You are suitable if you have experience as an Assistant, or in roles like project coordination, client-facing work, operations, or office management, especially in fast-paced, high-responsibility environments. You are quick to learn, highly organized, tech-savvy, an excellent communicator, and energized by helping others succeed.

Your Impact

• Providing trusted support to senior leaders by managing calendars, travel, agendas, and follow-ups
• Supporting scheduling and coordination for other leadership team members
• Managing expense reports and reimbursements efficiently
• Anticipating needs, juggling priorities, and maintaining focus on critical tasks
• Developing systems, templates, and workflows to streamline executive operations
• Leading planning for offsites, quarterly reviews, and board meetings to ensure smooth execution

12-18 Month Goals

Initially, you'll build relationships with executives, manage calendars and travel, and streamline operations. Over time, you'll lead planning efforts, improve workflows, and support strategic initiatives to enhance leadership effectiveness.

Key Competencies

• Organizational Skills
• Time Management
• Attention to Detail
• Communication
• Digital Literacy

Candidate Profile

• 3+ years supporting senior leaders in dynamic environments, with experience in EA, operations, or client service roles
• Proven ability to manage complex calendars, coordinate travel, and handle confidential information professionally
• Excellent written and verbal communication skills
• Highly organized, detail-oriented, and proactive
• Comfortable with tools like Google Workspace, Slack, Zoom, and internal systems; quick to adapt to new tools
• Experience with task follow-through and preparing agendas and action items
• Calm, solutions-oriented, and proactive under pressure
• Interest in AI tools like ChatGPT for enhancing work productivity

We welcome applicants from diverse backgrounds and are committed to equity and inclusion. Please inform us of any accommodations needed during the interview process.

Our Core Values

• Teamwork: We support each other and believe in collective impact
• Boldness: We push boundaries and think differently to achieve ambitious goals
• Celebrating Wins & Owning Mistakes: We learn from successes and failures
• Continuous Improvement: We seek feedback and strive to get better every day
• Full Commitment: We act with urgency and purpose to fulfill our mission

Working at Maple

We want you to love working here—feeling challenged, supported, and cared for. We encourage growth, learning, and personal development. Your success is our success.

Benefits include:

• Comprehensive health, dental, counseling, and life insurance
• Health spending account
• Wellness budget for activities like fitness and mindfulness
• Virtual healthcare access for you and your family
• Paid health days for personal needs
• Opportunity to work internationally up to 5 days/year
• Retirement savings plan
• Professional development budget

Other Details

• Job type: Full-time
• Location: Hybrid, Toronto, ON (3-4 days in-office)
• Start date: August 2025
• Vacation: 3 weeks

Note: Employment may require background and education checks, including criminal record verification.