Executive Assistant - Long Term Care Operations

Sienna Senior Living (TSX : SIA), is one of Canada’s largest owners and operators of 81 seniors’ living residences, in addition to managing 12 residences for third parties. We offer care, support, services and housing in Aspira Retirement and Long-Term care to seniors / residents and their families. At Sienna, we empower our 12,000 team members across Ontario, British Columbia, Saskatchewan and Alberta to help residents live the life they desire and deserve. Our purpose is simple : to cultivate happiness in daily life!

Reporting to the Executive Vice President, Long Term Communities (LTC), the Executive Assistant, Long Term Care Operations is a growth-oriented role. This role will provide hands on experience in operational management, project coordination and corporate governance.

The ideal candidate will be naturally curious, proactive, and highly organized, with a strong desire to expand their skills and grow beyond this role within two to four years.

What You’ll Do :

• Compile data and reports, analyze and synthesize divisional results into clear, actionable insights, and prepare materials for senior leadership and board meetings
• Manage various divisional initiatives, track compliance findings, and ensure timely execution of key deliverables
• Plan and coordinate EVP’s meetings, agendas, and workback schedules while prioritizing high-impact initiatives
• Engage professionally with government entities (e.g., Ministry of Long-Term Care, Health Authorities) and internal / external senior stakeholders
• Organize travel, prepare meeting materials, manage expense reports, and oversee administrative projects
• Handle sensitive matters with discretion and act on behalf of the EVP in urgent situations
• Drive coordinated divisional activities independently and ensure follow-through on key initiatives

Who You Are :

• Hold an undergraduate degree in business, organizational development, or finance management, with a strong foundation in organization and analysis
• Bring 2–5 years of experience demonstrating exceptional organizational, analytical, and problem-solving skills
• Communicate clearly and confidently, engaging effectively with stakeholders at all levels
• Leverage advanced proficiency in Microsoft Suite and AI tools to enhance productivity
• Thrive in fast-paced environments, balancing multiple priorities with accuracy and sound judgment
• Take initiative and work independently while valuing collaboration in an in-person team setting
• Embrace learning, growth, and new challenges to expand your professional impact

What you need to know :

• We are committed to creating an inclusive environment where all team members and residents feel like they belong. We seek applicants with diverse backgrounds and have a wide range of abilities. Sienna provides an accessible candidate experience
• You must successfully pass a Background Check
• We believe in the power of collaboration and in-person connections. This role is based at our Support Services Office in Markham, Ontario