National Vice President, Retirement Operations

locationMarkham, ON, 302 Town Centre Blvd. categoryOther Job ID: NATIO076012 Full-Time Jun 15 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

What You’ll Be Doing

Reporting to Sienna’s Executive Vice President, Retirement Operations, the National Vice President, Retirement Operations, serves as a senior leader responsible for leading and supporting 7 Regional Vice Presidents across Aspira Retirement nationwide. This strategic and influential role provides enterprise-wide leadership to ensure consistency, excellence and performance across all 54 (and growing) Aspira homes. The National VP will oversee and align regional operations to drive strong occupancy and financial performance, build high performing regional and site level leadership teams, and ensure the consistent delivery and exceptional resident experiences that reflect the Aspira promise.

The successful candidate brings deep expertise in retirement living operations and a proven track record of leading through others at a national or multi regional level this individual will be accountable to embed operational discipline scaling best practices and translating strategic priorities into actionable measurable outcomes that elevate performance.

How You’ll Succeed

• Develop and execute high-impact national and regional operational plans that drive occupancy growth, financial performance, resident satisfaction and team engagement – ensuring consistent fulfillment of the Aspira promise across all regions.
• Provide strategic leadership to the Vice Presidents of Regional Operations, ensuring they are equipped, empowered and held accountable for driving operational excellence in every home – including consistent delivery of high-quality experiences in culinary, clinical care, lifestyle programming and overall resident well-being.
• Champion execution and sustainment of new enterprise strategies across all regions, ensuring teams are aligned and prepared to implement programs and initiatives developed by functional experts (e.g. clinical, culinary, engagement), while holding leaders accountable for performance and outcomes.
• Create a culture of accountability and engagement building and aligning a high performing leadership team that inspires team member commitment and delivers on performance expectations.
• Act as a visible, purposeful senior leader who models the organization’s purpose, vision and values – fostering a culture that supports resident-centered care, innovation and team member growth.
• Serve as a key interface with regulatory bodies, partners, community stakeholders and internal partners, maintain focus on operational goals while proactively removing barriers and ensuring compliance.
• Continuously analyze performance trends and business risks, using data and insight to anticipate needs, prioritize resources and enable homes to respond quickly and effectively to changing demands.
• Strengthen leadership bench strength across the country, ensuring succession readiness and consistent leadership capability in every home and region.

Who you are

• You are a senior leader with 10+ years of experience leading multi-site operations, ideally within Retirement Living or a similar healthcare or hospitality environment. You have a proven track record of driving operational excellence, accountability and business performance.
• You have a university degree and strong financial, operational and analytical skills, with the ability to use data and insights to support decision-making and improve outcomes. You have a ‘systems’ mindset.
• You lead with clarity, collaboration and accountability, while empowering teams to deliver consistent results and high standards.
• You are confident working with senior leaders, cross-functional partners and operational teams to navigate opportunities, challenges and change.
• You are passionate about seniors living and committed to delivering exceptional resident experiences. You are willing to travel up to 30% of the time to support teams and operations across the country. This role is based in the Head office of Markham, Ontario where in office presence is required when not travelling.

What you need to know

• Any offer of employment will be conditional upon a criminal background and references check.
• This posting is for an existing position
• Sienna Senior Living may utilize artificial Intelligence to screen or assess applicants for this 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 .