Director, ITS, FASTech & Innovation

Chartwell; Mississauga; Hybrid; CAD 100,000 - 130,000; Full time

Job summary

A leading healthcare service provider is seeking a Director, ITS to lead a rapid-delivery team within their IT Services division. This role focuses on implementing AI and automation for enhanced employee experience and project delivery using Agile methodologies. Candidates should have extensive leadership experience in IT, particularly with tools such as Microsoft 365, UiPath, and ChatGPT. The position combines strategic leadership with technical delivery, ensuring compliance with IT standards in a hybrid work environment.

Qualifications

• 7+ years in IT or Business Systems Analysis with leadership in automation, AI, or digital transformation.
• Hands-on experience with AI tools such as Copilot and UiPath.
• Experience managing hybrid teams and vendors.

Responsibilities

• Identify and prioritize automation and AI opportunities.
• Lead 4–8 week Agile projects from design to deployment.
• Uphold IT governance and security policies.

Skills

Technical aptitude in AI and automation

Knowledge of prompt engineering and generative AI

Analytical skills

Project management skills

Bilingualism (English / Functional French)

Education

Degree in Computer Science or Business Administration

Agile/PMP certification

ITIL certification

Tools

Microsoft 365

Power Platform

UiPath

ChatGPT

ServiceNow

Oracle HCM Cloud

Yardi

Job description

The Director, ITS, FASTech & Innovation leads a rapid-delivery team within Chartwell’s IT Services division. The role drives small, high-impact technology projects that apply automation, AI, and innovation to improve efficiency and employee experience.

Working in four- to eight-week Agile cycles, the Director partners with business leaders to identify opportunities, deliver solutions across Chartwell’s technology ecosystem (Microsoft 365, Power Platform, UiPath, Copilot, ChatGPT, Yardi, Oracle HCM Cloud, ServiceNow), and ensure measurable business outcomes.

This position combines strategic leadership with hands-on technical delivery, balancing innovation with governance and compliance.

Key Accountabilities

Strategic Leadership

• Identify and prioritize automation and AI opportunities with business leaders.
• Build a pipeline of rapid-delivery projects aligned with enterprise priorities.
• Promote agility, collaboration, and continuous improvement.

Project Delivery

• Lead 4–8 week Agile projects from design to deployment.
• Configure and implement AI workflows and automation solutions.
• Manage scope, resources, risks, and timelines.
• Leverage Microsoft 365, UiPath, Copilot, ChatGPT, Yardi, Oracle HCM Cloud, and ServiceNow.
• Pilot and integrate emerging AI technologies.
• Ensure compliance with security and IT standards.
• Lead and mentor analysts, project managers, and specialists.
• Foster accountability, growth, and innovation.
• Manage external consultants as needed.

Governance & Compliance

• Uphold IT governance, change management, and security policies.
• Maintain documentation and report on outcomes and ROI.

Qualifications

Education

• Degree in Computer Science, Business Administration, or related field.
• Agile/PMP and ITIL certifications are assets.

Experience

• 7+ years in IT or Business Systems Analysis with leadership in automation, AI, or digital transformation.
• Hands‑on experience with AI tools (Copilot, ChatGPT, UiPath).
• Strong background in Power Platform, ServiceNow, and RPA.
• Experience managing hybrid teams and vendors.
• Sector experience in seniors housing, real estate, or healthcare is an asset.

Skills & Abilities

• Strong technical aptitude in AI and automation.
• Knowledge of prompt engineering and generative AI.
• Excellent analytical, design, and project management skills.
• Strategic thinker, proactive, adaptable, and collaborative.
• Bilingualism (English / Functional French) is an asset.

Effort

• High mental effort to analyze, prioritize, and manage competing demands.
• Physical effort limited to computer work and meetings.

Working Conditions

• Office-based with hybrid flexibility.

Special Requirements

• Criminal background check required.

About Us

At Chartwell, we’re all about Making People’s Lives BETTER: the lives of our residents and their families, and the lives of our employees. Join an exceptional group of diverse, inspiring, and caring people who are empowered to provide personalized, human experiences for our residents and staff through the connections they make every day within our communities.

Chartwell’s commitment to diversity and inclusivity is a commitment to hiring people whose skills and abilities contribute the most to the success of the organization and who reflect the communities in which we live and work. We are an equal opportunity employer and welcome applications from a wide range of qualified candidates, including people with disabilities. If you have questions or require assistance with the application process, please email [e-mail] or call 1-888-663-6448.

We thank all applicants for their interest, however, only those selected for further consideration will be contacted.

Job Info

• Job Identification 20677
• Job Category Information Technology/Systems/Services
• Posting Date 10/29/2025, 03:54 PM
• Job Schedule Full time