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Westward360

Director of Property Management

Chicago, IL

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hirly's read of this role

Seniority
Director
Country
US
Work mode
On-site / unstated
First seen by hirly
4 Nov 2026

Derived automatically from the posting. Upload your resume above to see how the role scores against it.

the posting

Description

Westward360 Rental is looking to add a Director of Property Management to lead our growing Chicago team. If you’re looking for a chance to join a company on the rise, look no further! We pride ourselves in providing the ultimate experience for our clients.

We are a leader in the Property Management industry, with locations across the map.

We provide rental management services to multi-family, single-unit, and co-op properties. This role oversees property management and asset teams to boost asset value and streamline operations. You will ensure team alignment on owner retention and income goals, while mentoring managers to meet performance targets.

What we offer:

  • Compensation range of $100,000 - $120,000
  • Monthly cell phone stipend
  • Front loaded PTO
  • Medical/Dental/Vision insurance
  • 401k - Company match up to 4%
  • Long and short term disability at no cost to employee

What you’ll do:

  • Operational Oversight:
  • Manage all aspects of property management, including owner and tenant relations, leasing, compliance, and financial oversight. Ensure properties are maintained to high standards, addressing issues promptly to minimize damage and liability. Monitor team performance, working with the Training and Development Manager to resolve issues and meet goals.
  • Strategic Leadership and Vision:
  • Assist in implementing the property management division’s strategy, aligning with company goals and market opportunities. Contribute to the development and execution of policies and procedures. Lead change management efforts to improve operations and adapt to market needs, focusing on creating satisfied clients. Report issues and propose solutions to upper management.
  • Team Leadership and Development:
  • Lead and develop a high-performing team of property, leasing/compliance, and asset managers. Oversee recruiting, training, retention, and performance management in collaboration with the Training and Development Manager. Foster a collaborative, accountable team environment and ensure seamless operations even during absences.
  • Property Maintenance and Operations:
  • Ensure properties are well-maintained, with timely responses to repair and maintenance issues. Prioritize rental income and property preservation to avoid costly damage.
  • Owner Relations:
  • Maintain open communication with property owners to ensure satisfaction and build strong relationships. Share successes to demonstrate the value of management services and create 'Raving Fans' among property owners.
  • Financial Management and Performance:
  • Lead financial strategy, including budgeting, forecasting, and performance analysis, to maximize profitability and asset value. Oversee financial reporting and monitor performance to meet financial goals, communicating success to property owners. Manage accuracy in financial processes.
  • Compliance and Risk Management:
  • Ensure compliance with all relevant regulations and implement strategies to minimize legal risks and protect assets.
  • Business Metrics:
  • Maximize profitability through effective rental income management, controlling operating expenses, and focusing on key financial indicators. 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.

What you’ll need:

  • Bachelor's degree in Finance, Real Estate, or a related field preferred, or equivalent experience.
  • Valid Real Estate license preferred.
  • Knowledge of financial modeling, real estate economics, and property valuation.
  • Strong leadership skills with the ability to guide and motivate a team toward achieving goals.
  • Excellent critical thinking, analytical, financial, and negotiation skills.
  • Proficient 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.

About Westward360:

Westward360 is dedicated to providing exceptional community management, rental management and brokerage services. Serving multiple markets throughout the United States, we have the systems, strategies, and expertise to meet the specialized needs of even the most demanding client. With more than 50,000 homes under management, we’re your all-in-one real estate solution.

*Disability Notice: Disclosure is divulging or giving out personal information about a disability. It is important for the employee to provide information about the nature of the disability, the limitations involved, and how the disability affects the ability to learn and /or perform the job effectively. The employer has a right to know if a disability is involved when an employee asks for accommodations. Deciding if, when, and how to share disability-related information with a prospective or current employer can be overwhelming but we ask to please request a required accommodation prior to your first date of work. *Please note, a doctor's note may be requested by Human Resources, depending on the accommodation being requested, on a case-by-case basis.

Original posting on Westward360's site ↗

Listed on hirly, a job board. hirly is not the employer: Westward360 is hiring for this role.

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