Vice President, Data, Analytics & Ai

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:
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 DoingThe Vice President, Data Analytics & Artificial Intelligence will be accountable for the organization's enterprise data platform, BI ecosystem, AI strategy, governance framework, and data product portfolio. This role serves as a bridge between business strategy and technology execution, partnering closely with executive leaders across Operations, Clinical Care, Finance, Human Resources, Development, and Technology to deliver actionable insights and transformative AI-enabled solutions. The position will lead a specialized team of Data Engineers, Data Architects, BI Developers, and Quality Assurance professionals.
How You’ll Succeed
Develop and execute a multi-year enterprise data and AI roadmap aligned to Sienna's strategic objectives.
Create and maintain an enterprise data strategy focused on quality, accessibility, governance, and business value.
Establish data as a product discipline that delivers measurable outcomes to business stakeholders.
Identify opportunities to leverage analytics and AI to improve resident outcomes, workforce effectiveness, operational efficiency, and financial performance.
Act as the executive sponsor for enterprise analytics initiatives and data modernization programs.
Lead the design, implementation, and evolution of Sienna's enterprise data platform using Microsoft Fabric.
Establish a scalable architecture supporting data engineering, real-time analytics, business intelligence, AI workloads, and self-service analytics.
Develop and manage a portfolio of enterprise data products including:
Executive scorecards
Operational performance dashboards
Workforce analytics solutions
Clinical and resident insights platforms
Financial analytics solutions
Predictive and prescriptive analytics capabilities
Drive adoption of modern data engineering practices including DataOps, CI/CD, automated testing, metadata management, and observability.
Lead enterprise reporting and visualization strategy utilizing Power BI.
Establish standards for dashboard design, metric governance, semantic models, and enterprise reporting.
Collaborate with the CTO to define and execute Sienna's Artificial Intelligence strategy.
Identify, prioritize, and implement AI use cases that deliver measurable business value.
Lead the adoption of Microsoft Copilot technologies and AI-powered productivity solutions.
Evaluate and govern the use of large language models (LLMs) including Claude and other enterprise-grade AI platforms.
Develop frameworks for AI governance, responsible AI, security, privacy, compliance, and risk management.
Partner with business leaders to create AI-enabled workflows and intelligent automation solutions.
Establish enterprise data governance policies, standards, and stewardship processes.
Define data quality standards, monitoring capabilities, and remediation processes.
Lead master data management and metadata initiatives.
Promote a culture of data literacy and accountability across the organization.
Build, lead, mentor, and inspire a high-performing analytics and AI organization.
Represent Sienna in industry forums, vendor partnerships, and strategic technology engagements.
Who You Are
Bachelor's degree in Computer Science, Information Technology, Data Science, Engineering, Mathematics, or a related discipline.
Master's degree in Business, Analytics, Data Science, Artificial Intelligence, or a related field is an asset.
10+ years of progressive leadership experience in data, analytics, business intelligence, or artificial intelligence functions.
5+ years leading enterprise-scale analytics organizations.
Proven success building and executing enterprise data strategies.
Experience delivering modern cloud-based analytics platforms.
Experience partnering directly with executive teams and business stakeholders.
Experience managing large strategic initiatives and technology transformation programs.
Strong knowledge of Microsoft Fabric, Power BI Enterprise, Microsoft Purview, Azure Data Platform services.
Experience developing Data warehousing and Lakehouse architectures.
Experience applying Data Governance and Data Quality Frameworks.
Applied experience using SQL, python, and DBT.
Experience working within healthcare, seniors living, or other regulated multi-site enterprise environments is considered an asset.
Advanced practical experience with Claude, Microsoft Copilot, ChatGPT, and enterprise generative AI platforms including:
Prompt engineering and AI workflow design.
AI-assisted research, analysis, and knowledge management.
Agentic AI and business process automation.
Retrieval-Augmented Generation (RAG) architectures.
What You Need To Know
This is an on-site position at our Shared Support office in Markham
Any offer of employment will be conditional upon a criminal background and references check.
This posting is for a new 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
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