Executive Assistant at Sienna Senior Living

locationMarkham, ON, 302 Town Centre Blvd. categoryAdministrative Support Job ID: EXECU075924 Full-Time Jun 11th 2026

At Sienna, we empower our team members across Ontario, British Columbia, Saskatchewan and Alberta to help our residents live the life they desire and deserve. Our purpose is simple: to cultivate happiness in daily life!

What Sienna Offers: We aspire to cultivate an environment and culture where team members feel valued, heard and empowered to do meaningful work. We offer a number of programs and benefits that support team members’ financial, personal and professional needs:

• A competitive compensation and vacation package
• Employer Paid Health & Dental Benefits
• RRSP with Company Match
• Share Ownership and Reward Program (SOAR)
• Employee Share Purchase Plan with Company Match
• Continuous learning and growth so you have the skillset needed to succeed and take on new challenges
• A welcoming culture that values diversity and differing perspectives, experiences and beliefs
• Location: Markham Ontario (Monday to Friday – On Site)

What You’ll Be Doing: The

Executive Assistant serves as a trusted partner to the Chief Technology Officer and Executive Vice President, Real Estate Development, providing high-level administrative, operational, and strategic support. This role is integral to ensuring the efficient operation of both departments by anticipating needs, managing competing priorities, and facilitating seamless communication across the organization.

This is an exciting opportunity for a highly motivated professional who enjoys working at the executive level, thrives in a dynamic environment, and is passionate about delivering exceptional support while contributing to strategic organizational objectives.

How You’ll Succeed

• Support the Chief Technology Officer (CTO) and Executive Vice President (EVP), Real Estate with all executive and administrative tasks
• Plan and coordinate CTO and EVP’s meetings, agendas, and workback schedules while prioritizing high-impact initiatives
• Engage professionally with all internal/external senior stakeholders
• Compile data and reports, arranging travel, preparing agendas and meeting packages, and responding to routine formal written correspondence; coordinating meetings and teleconferences.
• Arranging and booking corporate and personal functions for the CTO and EVP.
• Arrange and book corporate and personal functions for the CTO and EVP.
• Coordinate meeting agendas and materials where the CTO or EVP is the chair; taking and distributing minutes and following up reporting to the CTO or EVP.
• Deal with issues and tasks on behalf of the CTO and EVP as directed, often in high pressure situations.
• Manage the daily schedule for the CTO and EVP, rationalizing and prioritizing competing demands from various sources from within and outside of the organization.
• Communicate in person and through correspondence with high level internal and external contact such as vendors and senior leadership.

Who you are

• Bachelor’s Degree in business, organizational development or related field.
• 2-5 years’ experience in an administrative position supporting large teams with meeting coordination, event coordination, preparing correspondence, and scheduling travel
• Proficient in using MS Office (Word, Excel, PPT, MS Teams)
• Excellent communicator with a professional presence to engage with multiple stakeholders across the business including board of director members

What you need to know

• Any offer of employment will be conditional upon a criminal background and references check.
• We will review applications as they are received. Only those candidates selected for an interview will be contacted.
• Sienna Senior Living may utilize artificial Intelligence to screen or assess applicants for this position.
• Salary Range: $55,451 - $72,779 Please note that individual salary is determined by factors such as job-related knowledge, skills and experience, as well as internal equity
• This posting is for a new position.

Sienna Senior Living is committed to employment equity, diversity, and inclusion in the workplace. In accordance with provincial regulations, upon request, support will be provided for accommodations throughout the recruitment, selection, and assessment process .