Director of Property Management

Westward360•Chicago, IL

4d•$100,000 - $120,000

About The Position

Westward360 Rental is seeking a Director of Property Management to lead its growing Chicago team. The role oversees property management and asset teams responsible for multi-family, single-unit, and co-op properties. The Director works to increase asset value and streamline operations while aligning teams around owner retention and income goals, and mentoring managers to meet performance targets. The position provides operational and strategic leadership across property management, including owner and tenant relations, leasing, compliance, financial oversight, maintenance, team development, and business performance. It supports the implementation of the division’s strategy and policies, leads operational improvements, manages financial performance and risk, and communicates results and solutions to owners and upper management. Westward360 provides community management, rental management, and brokerage services across multiple U.S. markets and reports having more than 50,000 homes under management. Compensation is listed as $100,000–$120,000. Benefits include a monthly cell phone stipend, front-loaded PTO, medical, dental, and vision insurance, a 401(k) with company match up to 4%, and long- and short-term disability coverage at no cost to the employee.

Requirements

Bachelor’s degree in Finance, Real Estate, or a related field, or equivalent experience.
Knowledge of financial modeling, real estate economics, and property valuation.
Strong leadership skills and the ability to guide and motivate a team toward achieving goals.
Excellent critical-thinking, analytical, financial, and negotiation skills.
Proficiency in property management software and financial reporting tools.
Ability to manage multiple projects and prioritize tasks effectively.
In-depth understanding of property management laws and regulations.

Nice To Haves

Bachelor’s degree in Finance, Real Estate, or a related field is preferred.
Valid real estate license is preferred.

Responsibilities

Manage property management operations, including owner and tenant relations, leasing, compliance, and financial oversight.
Ensure properties are maintained to high standards and address issues promptly to minimize damage and liability.
Monitor team performance and work with the Training and Development Manager to resolve issues and meet goals.
Help implement the property management division’s strategy in alignment with company goals and market opportunities.
Contribute to developing and executing policies and procedures.
Lead change-management efforts to improve operations and adapt to market needs.
Report issues and propose solutions to upper management.
Lead and develop property, leasing/compliance, and asset managers.
Oversee recruiting, training, retention, and performance management in collaboration with the Training and Development Manager.
Foster a collaborative and accountable team environment and ensure operations continue during absences.
Ensure timely responses to property repair and maintenance issues, prioritizing rental income and property preservation.
Communicate openly with property owners, build strong relationships, and demonstrate the value of management services.
Lead budgeting, forecasting, and performance analysis to maximize profitability and asset value.
Oversee financial reporting, monitor performance against financial goals, communicate success to property owners, and maintain accurate financial processes.
Ensure compliance with relevant regulations and implement strategies to minimize legal risks and protect assets.
Manage rental income and operating expenses, and focus on key financial indicators to maximize profitability.
Improve occupancy rates, tenant retention, and owner satisfaction.
Collaborate with internal teams to optimize profitability, improve services, and set industry-leading standards.
Assess the impact of training initiatives.