Office Manager & Executive Assistant

WELL Health Technologies Corp • Toronto, ON

5d • CA$90,000 - CA$100,000 • Onsite

About The Position

As WELL continues to grow, we are building a dynamic Toronto office that brings together our people, leaders, and culture and supports greater collaboration across the organization. We are seeking a highly organized, proactive, and resourceful Executive Assistant & Office Manager to join our Toronto team. Reporting directly to the Chief Operating Officer (COO), this role combines high-level executive support with ownership of the day-to-day operations and overall experience of our Toronto office. The successful candidate will be a trusted partner to the COO and other executives, and a key contributor to creating a professional, welcoming, and well-run workplace. This role is ideal for someone who thrives in a fast-paced, entrepreneurial environment, exercises sound judgment and discretion, anticipates needs, takes initiative, and enjoys balancing executive support with hands-on office management.

Requirements

• 10+ years of progressive experience encompassing both Executive Assistant and Office Manager responsibilities, including significant experience directly supporting senior executives and independently managing office operations.
• Proven ability to manage complex and competing priorities while operating effectively in a fast-paced, entrepreneurial environment.
• Exceptional organizational and time-management skills, with strong attention to detail and a high level of follow-through.
• Excellent written and verbal communication skills, with sound judgment, professionalism, discretion, and demonstrated experience handling sensitive and confidential information.
• A proactive, solutions-oriented mindset with the ability to anticipate needs, take initiative, solve problems, and operate with a high degree of independence.
• Strong interpersonal skills and the ability to build trusted relationships and work effectively with executives, employees, and external stakeholders.
• Demonstrated experience coordinating complex executive calendars, domestic and international travel, meetings, events, and office operations.
• Strong proficiency with Microsoft Office, including Outlook, Word, Excel, PowerPoint, and Teams.
• Flexibility and adaptability, with the ability to remain composed and effective as priorities shift in a growing organization.
• Ability to work onsite at WELL’s downtown Toronto office.

Responsibilities

• Provide executive support to the COO and Executive team, including complex calendar management, meeting coordination, scheduling, and prioritization of competing commitments.
• Arrange domestic and international travel, including accommodations, transportation, and detailed itineraries.
• Prepare and process expense reports, correspondence, presentations, reports, and other executive materials.
• Anticipate the executives’ needs, proactively resolve scheduling conflicts, and help ensure priorities, commitments, and follow-ups are effectively managed.
• Coordinate with internal teams, senior leaders, external partners, and other stakeholders on behalf of the executives, handling sensitive and confidential information with discretion.
• Take ownership of the day-to-day operations and overall experience of the WELL Toronto office, ensuring the workplace is organized, professional, welcoming, and running smoothly.
• Serve as the primary point of contact for office-related matters, including vendors, building management, service providers, and other workplace partners.
• Coordinate and support executive and onsite meetings, leadership visits, office events, team gatherings, and employee engagement activities.
• Act as reception to occasional client, customer, and government visitors at the office and greet and manage guests/visitors as required.
• Manage office operations, including supplies, equipment, maintenance, deliveries, meeting rooms, visitors, and other workplace requirements.
• Proactively identify opportunities to improve the office experience, processes, organization, and operational efficiency.
• Partner effectively across the organization and support special projects and ad hoc initiatives as required in a fast-paced, evolving environment.

Benefits

• Competitive salary that reflects the value and expertise of the successful candidate.
• Commitment to fair and equitable compensation.
• Fostering a diverse, inclusive, and accessible workplace.
• Environment where differences are valued and contribute to collective success.
• Certified as a Great Place to Work® by the Great Place to Work Institute® Canada.
• Culture rooted in trust, inclusivity and employee well-being.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed