Company Overview: Since 2007, Kipling Group has been one of Canada’s largest Canadian-owned, independent, full-service property management firms. With more than 130 professionals, the company manages a diverse portfolio of over 190 properties, totalling 28 million square feet across major markets nationwide, including Toronto, Kitchener-Waterloo, Ottawa, Calgary, and Edmonton. Kipling provides integrated property management services across industrial, retail, office, and multi-family real estate, delivering disciplined operations, strong financial performance, and long-term asset value. Guided by a hands-on approach and a commitment to trust, integrity, professionalism, and innovation, Kipling Group is a trusted partner managing your real estate investments.
Position Summary: The IT Manager at Kipling Group leads and manages the firm’s technology infrastructure, systems administration, and end-user support operations. This role combines strategic IT leadership with hands-on system management and vendor coordination to ensure technology supports business performance, compliance, and growth objectives. A key focus will be on optimizing systems such as Yardi (property management/ERP) and Float (resource planning), while enhancing cybersecurity, data integrity, and digital service delivery.
Responsibilities
· Serve as the lead technology manager across the organization, translating business priorities into IT strategy and operational plans.
· Provide direction and oversight for IT initiatives, technology investments, and future-proofing the organization’s digital capabilities.
· Collaborate with senior leadership and business units to prioritize projects, ensure alignment with strategic goals, and deliver measurable outcomes.
· Systems Architecture and Administration
o Lead administration and optimization of core enterprise systems, including Yardi (Kipling’s information management and reporting system), Windows 365, Float (resource and capacity planning) and other mission-critical applications (CRM, collaboration platforms, document management, and business intelligence tools).
o Manage systems, configurations, user access, workflows, integrations, and ongoing enhancements to maximize business efficiency.
o Partner with vendors and internal stakeholders to evaluate, configure, deploy, and upgrade key systems and end user equipment.
o With a view to continuous improvement, evaluate systems architecture annually in conjunction with corporate business plans and budget.
· Infrastructure & Support Operations
o Oversee IT infrastructure (networks, servers, cloud platforms, endpoints) to ensure high reliability, security, and performance.
o Provide both employee onboarding of new systems/equipment and help desk services.
o Track and measure key service metrics (SLAs, ticket resolution times, system uptime) and drive continuous improvement.
· Security & Compliance
o Develop and administer robust cybersecurity policies, access controls, and monitoring to protect sensitive data and ensure regulatory compliance.
o Coordinate user training on security best practices, phishing awareness, and acceptable use policies.
o Work with finance and compliance teams to support audit readiness and technology risk mitigation.
· Third Party Vendors and Contract Management
o Serve as the primary point of contact for technology vendors and service providers.
o Negotiate contracts, manage renewals, monitor performance, and ensure deliverables meet business needs and service expectations.
· Project Management & Implementation
o Lead IT projects from planning through rollout including system upgrades, process improvements, infrastructure deployments, and digital transformation initiatives.
o Create project plans, manage resources, monitor progress, and ensure timelines, budgets, and quality standards are met.
Qualifications & Experience
· Bachelor’s degree in Information Technology, Computer Science, Information Systems, or a related field (or equivalent experience).
· 5+ years of progressive IT leadership experience in a Windows 365 environment, preferably in property management, financial services, or a multi-location operations environment.
· Familiarity with Yardi and Float or similar planning tools an asset.
· Solid understanding of cloud technology, networks, servers, data storage, cybersecurity frameworks, and system integration.
· Strong project management experience with a track record of delivering complex technology initiatives on time and on budget.
· Excellent communication skills with a customer-service mindset and the ability to work effectively with both technical and non-technical stakeholders.
Kipling supports equal opportunities and invests in a diverse and multicultural work force that values individuals with unique personalities, goals, backgrounds and views. This reinforces Kipling's culture, enhances collaboration and makes for an inclusive work environment.
Kipling will work with individuals requiring accommodation throughout the hiring process. If you require accommodation, please advise our HR team by emailing [email protected]
Benefits:
· Dental care
· Disability insurance
· Employee assistance program
· Extended health care
· Life insurance
· Paid time off
· Tuition reimbursement
· Vision care
Job Types: Full-time, Permanent
Pay: $100,000.00-$125,000.00 per year
Benefits:
- Company events
- Dental care
- Extended health care
- On-site parking
- Paid time off
- RRSP match
Work Location: In person
