Director of Property Management

HOA Talent•Chicago, IL
•$120,000 - $130,000•Hybrid

About The Position

The Director of Property Management leads Westward360’s property management division, providing strategic oversight to ensure operational excellence, financial performance, and owner and tenant satisfaction across the portfolio. The role focuses on maximizing owner success, optimizing asset value, and building a high-performing team. The Director helps implement the division’s strategic vision, drives operational efficiencies and continuous improvement, and oversees property and asset management operations across the Single-Family Rental (SFR) and Multifamily portfolios. The role includes leadership of property operations, owner and tenant relations, leasing, compliance, maintenance, financial management, team development, and operational performance. The Director develops strategies to improve revenue, occupancy, retention, and profitability; manages financial performance and risk; and develops systems, workflows, policies, training, and operational KPIs. The schedule is 50% in the office and 50% at home, with some required in-office days for in-person meetings.

Requirements

  • Bachelor’s degree in Finance, Real Estate, or a related field, or equivalent work experience in a related field.
  • Possess and maintain a valid Real Estate license.
  • Knowledge of financial modeling, real estate economics, and property valuation.
  • Exceptional leadership skills and a proven ability to guide, motivate, and develop a diverse team toward operational excellence 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 in property management software and financial reporting tools.
  • Ability to manage multiple projects and prioritize tasks effectively, with strong organizational skills.
  • Thorough understanding of and ability to comply with laws and statutes relevant to property management.

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 and that issues are addressed promptly to reduce downtime and costs.
  • Assist with implementing the property management division’s strategic vision in alignment with company objectives and market opportunities.
  • Lead change management and continuous-improvement initiatives in response to market dynamics.
  • Establish systems to track progress toward strategic vision 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 management team members.
  • Oversee recruiting, hiring, retention, training, and development for the Multifamily and SFR property management teams, including the leasing product.
  • Promote accountability, professional development, cross-training, retention, and high performance.
  • Build a collaborative team environment that supports operational continuity and service delivery.
  • Develop operational infrastructure and workflows, including SOPs, policies and procedures, training programs and manuals, risk management procedures, performance reviews, and talent recognition programs.
  • Coordinate with property managers to address repair and maintenance needs and improve cost-effectiveness.
  • Develop and implement strategies to maximize property revenue, reduce vacancies, and improve asset life and cost performance.
  • Maintain high occupancy through effective leasing strategies and market positioning.
  • Implement strategies to improve owner and tenant satisfaction and retention and reduce turnover costs.
  • Collaborate with maintenance departments and other service teams to improve services and company profitability.
  • Drive portfolio growth and market presence through owner satisfaction, advocacy, strategic initiatives, and exceptional service.
  • Maintain effective communication with property owners and share the team’s successes 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 and adjust strategies to meet or exceed financial goals, communicating property performance and management value to owners.
  • Help prepare and manage property budgets, financial reporting, and performance analysis.
  • Monitor financial performance and identify areas for improvement.
  • Assess the performance and impact of training initiatives.
  • Analyze business metrics to evaluate performance and identify improvement opportunities.
  • Ensure property management activities comply with local, state, and federal regulations.
  • Implement risk management strategies to mitigate potential losses and liabilities.
  • Drive property profitability by managing rental income and operating expenses, including Net Operating Income (NOI) and Tenant Accounts Receivable (AR).
  • Develop and manage operational KPIs for the division.

Benefits

  • Healthcare insurance
  • Healthy PTO
  • HR incentives
  • More benefits
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