Director, HOA Governance and Property ManagementThe Director, HOA Governance & Property Management is responsible for establishing, implementing, and continuously enhancing governance frameworks, property management standards, and operational best practices across a portfolio of residential properties.
This role provides subject matter expertise in HOA governance, compliance, and property management operations, ensuring alignment between governing documents, operational execution, and homeowner/Board expectations. The Director works across the full residential lifecycle-from development through stabilized operations-to drive consistency, mitigate risk, and elevate homeowner experience and asset performance. This position is highly visible, with employee interactions at various levels, both internally and externally.
What You'll Be Doing:HOA Governance & Compliance- Lead development and standardization of HOA governance frameworks, including Board structures, rules, policies, and operating procedures.
- Review and advise on governing documents, management agreements, and bylaws to ensure operational clarity, enforceability, and alignment with brand standards.
- Establish governance tools (e.g., summaries, playbooks, decision matrices) to support property teams and Boards.
- Provide guidance on Board relations, meeting protocols, elections, and homeowner engagement strategies.
- Oversee compliance with local regulations, licensing requirements, and HOA obligations across jurisdictions.
- Develop governance training programs and resources for property teams.
- Introduce standardized governance and property management tools (e.g., templates, dashboards, reference guides).
Property Management Standards & Operational Excellence- Define and implement global property management standards across:
- Asset and HOA management
- Building operations
- Risk management and security
- Capital planning and reserve management
- Develop tools, templates, and frameworks that enhance operational consistency across properties.
- Support Director of Residences and on-site teams in aligning operations with governance requirements and brand expectations.
- Support sensitive or complex Board interactions and conflict resolution.
Development & Pre-Opening Advisory- Provide insights from portfolio level perspective on governance and property management input during:
- Deal pursuit and feasibility phases
- Design & development of operating models and governance structures
- Advise on HOA set-up, Turnover meeting requirements, and integration of residential operations into mixed-use projects
- Ensure governance and operational considerations are embedded in project documentation early.
Risk Management & Governance Readiness- Identify governance-related risks (e.g., legal exposure, Board conflicts, compliance gaps) and develop mitigation strategies.
- Ensure availability and accuracy of governance documentation and tools across properties (critical for operational continuity).
- Partner with legal counsel on complex governance matters, including enforcement and policy development.
- Act as a strategic advisor to:
- Property leadership teams
- HOA Boards and committees
- Developers and internal stakeholders
Other - Drive ongoing improvement initiatives based on audits, site reviews, and portfolio insights.
- Support Residential Team in research, collate and develop collateral, content and tools to communicate best practices in residential and mixed use execution.
- Support and provide consultation to opened and operating projects as required.
- Lead, mentor and develop direct report.
- Participate in Residential Conference.
What You Bring:- Bachelor's Degree - Focus on property management / real estate / business.
- Master of Business Administration (MBA) preferred.
- 10 - 15+ years of Residential property management and HOA/community association governance.
- Property manager license such as Certified Property Manager (IREM), Registered Condominium Manager (ACMO) is required.
- Microsoft Excel / Microsoft Word / Microsoft PowerPoint / Microsoft Project / Access.
- Ability to learn and understand additional technical knowledge and skills as required.
- Advance understanding of the branded residential / real estate and vacation home market and industry.
- Great understanding of the hotel market, particularly the luxury segment.
- Excellent knowledge of property management business.
- Excellent knowledge of Governing documents, HOA boards and mixed used project structures.
- Excellent knowledge of property management related operational software and tools.
Key Skills/Who You Are:- Team player with an excellent attitude and a strong work ethic.
- Humble leadership qualities, able to lead by example.
- Strong interpersonal skills and emotional intelligence.
- High social awareness during difficult discussions and ability to read the room.
- Negotiation and tactical thinking, superior judgment.
- Versatility and balance between conceptual and substantial problem-solving approaches.
- Ability to work in a fast-paced work environment and manage multiple work streams.
- Experience in reducing complex and numerous inputs and qualitative considerations to articulate into a limited set of issues for resolution in a very short timeframe.
- Excellent focus on detail and accuracy.
- Excellent analytical skills a must.
- Strong project management skills.
- High degree of conflict management skills.
- Proven track record of driving results and self-directed high-quality output (written reports, substantive analysis and related insights that drove decision making).
- Balances time and depth adeptly based on risk assessment and context.
- Able to understand business models and legal contracts.
- Has exposure and knowledge of the various functions within an operating company regardless of the industry.
Travel:Annual Base Salary Range: $145,000 - $170,000 CAD + additional rewards as part of the total compensation package.
This role will be a Hybrid working model, which will require 3 days per week in the Four Seasons Corporate Office located at 1165 Leslie Street, Toronto, Ontario #LI-Hybrid
