Director of Property Management

HOA Talent•Chicago, IL

4d•Hybrid

About The Position

The Director of Property Management leads Westward360’s property management division, providing strategic oversight to support operational excellence, financial performance, and owner and tenant satisfaction across the portfolio. The role focuses on owner success and portfolio growth, maximizing asset value, and building a high-performing team. The position covers Single-Family Rental (SFR) and Multifamily properties and works across property management operations and asset management. The Director oversees property operations, owner and tenant relations, leasing, compliance, maintenance, and financial management. They help implement the division’s strategic vision, lead change and continuous improvement, and establish systems to track progress against operational goals. The role also leads team development and recruiting, establishes operational infrastructure and procedures, and collaborates with maintenance and other internal service teams. The position drives owner and tenant retention, portfolio growth, occupancy, revenue, and property profitability. It directs or supports budgeting, forecasting, financial reporting, performance analysis, and operational KPI development, including metrics related to Net Operating Income (NOI) and Tenant Accounts Receivable (AR). The role ensures compliance with applicable regulations and implements risk management strategies. Schedule: 50% at the office and 50% at home, with some required in-office days for in-person meetings. Salary: $120,000–$130,000.

Requirements

Bachelor’s degree in Finance, Real Estate, or a related field, or equivalent work experience in a related field.
Valid Real Estate license that can be maintained.
Knowledge of financial modeling, real estate economics, and property valuation.
Exceptional leadership skills and demonstrated ability to guide, motivate, and develop a diverse team toward operational and strategic goals.
Strong critical-thinking skills, including the ability to assess situations, identify improvement opportunities, and implement strategic solutions.
Strong analytical and financial skills, along with effective negotiation and communication capabilities.
Proficiency with property management software and financial reporting tools.
Ability to manage multiple projects simultaneously, with strong organizational and prioritization skills.
Thorough understanding of laws and statutes relevant to property management and ability to comply with them.

Nice To Haves

Advanced degree or certifications such as CFA or CRE.

Responsibilities

Oversee property management operations, owner and tenant relations, leasing, compliance, and property financial management.
Ensure properties are maintained to high standards, with maintenance issues addressed promptly to reduce downtime and costs.
Assist with implementing the strategic vision for the property management division in alignment with company objectives and market opportunities.
Lead change management and continuous improvement initiatives, and establish systems to track progress toward strategic and operational goals.
Help develop and implement strategies, directives, policies, and procedures for the company’s SFR and Multifamily portfolio.
Lead, mentor, and develop property and asset managers and other team members.
Oversee recruiting, hiring, retention, training, and development of property management team members across the Multifamily and SFR divisions, including the leasing product.
Promote accountability, professional development, cross-training, retention, and a collaborative team environment that supports continuity of service.
Develop and coordinate operational infrastructure and workflow systems, including SOPs, policies and procedures, training programs and manuals, risk management procedures, performance reviews, and talent recognition programs.
Coordinate with property managers to address repairs and maintenance, maintain property standards, and optimize cost-effectiveness.
Develop and implement strategies to increase property revenue, reduce vacancies and repair costs, extend asset life, and optimize rental pricing.
Maintain high occupancy through effective leasing strategies and market positioning, and improve tenant acquisition and retention.
Implement strategies to improve owner and tenant satisfaction and retention and reduce turnover costs.
Collaborate with maintenance departments and other service teams to streamline operations, improve services, and support company profitability.
Drive owner satisfaction and advocacy and seek opportunities to expand the portfolio and strengthen the company’s market presence.
Communicate effectively with property owners and highlight the team’s work and results to demonstrate the value of the company’s management services.
Direct financial strategy for managed properties, including budgeting, forecasting, and performance analysis.
Monitor financial indicators, adjust strategies to meet financial goals, and communicate management performance and value to owners.
Help prepare and manage property budgets, financial reports, and performance analyses; monitor results and identify improvement opportunities.
Assess the performance and impact of training initiatives and analyze business metrics to identify opportunities for improvement.
Ensure property management activities comply with local, state, and federal regulations and implement strategies to mitigate risk, losses, and liabilities.
Drive property profitability through management of rental income and operating expenses, including NOI and Tenant Accounts Receivable (AR).
Develop and manage operational KPIs for the division.