Learn more about this exciting opportunity
Strategic Role
You will bring strong organizational, financial, and interpersonal skills to guide your teams in achieving both operational and strategic goals, contributing directly to Osgoode’s long-standing reputation for service excellence and resident care.
Dynamic Opportunity
This is a dynamic opportunity for an experienced property management professional who thrives in a collaborative, fast-paced environment.
Hands-on Position
Your leadership will be both hands-on and supportive—you will be a visible presence across your properties, ensuring operational excellence, championing a positive workplace culture, and addressing challenges proactively.
Regional Manager @ Osgoode Properties
Company: Osgoode Properties
Position: Regional Manager
Location: Ottawa, ON
Established in 1982, Osgoode Properties is one of eastern Canada’s largest residential property management companies. They provide day-to-day property management and asset management services for approximately 10,000 apartment units in Canada and the United States. In addition to their property management activities, Osgoode Properties has also seen substantial success through acquisitions, financing and disposition of apartment communities. Through Island Park Ventures, the Greenberg family invests in land and passive real estate developments, venture capital and private equity deals, and publicly traded stocks, hedge funds and other limited partnerships.
Headquartered in Ottawa, Osgoode Properties has a strong presence in the community and pride themselves on the investment they make in their people and the communities they manage. With a commitment to delivering consistently high levels of customer service, they have proudly earned a unique reputation in their industry. For Osgoode Properties, this pride of ownership is reflected in the proactive care and maintenance programs performed on every property. Their attention to detail is evident in the cleanliness and overall condition of the building exteriors, landscaping, common areas and suites.
Residents are a valued part of the community and are treated with the utmost respect. Osgoode Properties strives to provide their residents with the greatest rental home community experience possible. Focused on growing their marketing organization and bolstering their brand presence in the market, Osgoode is committed to enabling this role to directly impact the success of the organization, in order to facilitate both personal and organizational growth.
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We use AI-powered tools (such as Fathom, Gemini, and Monica) to support certain administrative aspects of our recruitment process, such as interview note-taking, transcription, and summarization. These tools are used to improve efficiency and consistency. All AI-generated outputs are reviewed by a qualified recruiting professional, and all hiring decisions are made by humans. We do not use AI for selection purposes but do utilize AI powered search functions (Microsoft/Google) to help identify candidates on behalf of our clients.
Skills & Experience
Experience
You are an experienced property management professional with a strong foundation in residential operations and a proven record of managing multiple sites, teams, and budgets.
Communication
You take pride in clear communication, measured decision-making, and creating an environment where employees feel supported and empowered to deliver their best work.
Leadership
You bring hands-on leadership to every aspect of your work and are comfortable rolling up your sleeves to address day-to- day challenges while maintaining focus on performance, service quality, and resident satisfaction.
Approachable
As a leader, you are approachable and adaptable, combining strong business acumen with emotional intelligence and a coaching mindset.
Organized
You are organized, thoughtful, and deliberate in your actions, with a high degree of professionalism and discretion.
Collaborative
You see value in collaboration and understand the importance of consistency, accountability, and follow- through.
Summary of the Role
As a member of the leadership team, the Regional Manager is responsible for the effective daily operations, performance, and staff leadership of a multi-residential portfolio. This portfolio includes a collection of established mid- and high-rise
communities, as well as future development activity requiring thoughtful operational planning and coordination.
The Regional Manager ensures that all buildings under their direction operate efficiently, within policy, and in alignment with Osgoode Properties’ standards for excellence. This role balances operational execution with team leadership by driving performance, resident satisfaction, and financial results. You will oversee site-level staff, property managers, and property operations across a diverse portfolio, ensuring high standards of maintenance, compliance, and customer service are consistently met. You will also benefit from a structured, immersive onboarding process designed to help you gain a deep understanding of Osgoode’s properties, systems, and culture before gradually assuming full portfolio responsibility.
As Regional Manager, you will translate corporate strategy into day-to-day operations, ensuring alignment with Osgoode’s five key areas of focus: People & Culture, Maintaining Assets, Strong Governance, Profitability Management, and Cybersecurity. Your day will involve working closely with property managers and site staff to mentor, problem-solve, and ensure smooth operations from maintenance coordination and leasing activity, to budgeting and performance reviews.
Your leadership will be both hands-on and supportive—you will be a visible presence across your properties, ensuring operational excellence, championing a positive workplace culture, and addressing challenges proactively. Through a balanced approach, you will maintain oversight of budgets, ensure adherence to legal and company standards, and promote safe technology practices.
This is a dynamic opportunity for an experienced property management professional who thrives in a collaborative, fast-paced environment. You will bring strong organizational, financial, and interpersonal skills to guide your teams in achieving both operational and strategic goals, contributing directly to Osgoode’s long-standing reputation for service excellence and resident care.
Apply for this opportunity
Thank you for your application for this opportunity. Due to the high number of applications we receive, we will only be contacting those that are under consideration for the role.