Regional Property Manager

Peak Properties LLC • Chicago, IL

9d • $120,000 - $140,000

About The Position

The Regional Property Manager oversees a team of Property Managers responsible for a 29-building, 1,460-unit multifamily portfolio in Chicago. Reporting to the VP of Property Management, the role serves as a liaison between senior leadership and Property Managers to promote consistent operating standards, strong tenant and owner relationships, and overall property performance.

The role leads and develops Property Managers, sets department strategy and performance measures, supports resident service, and oversees property operations, vendors, maintenance, inspections, and capital projects. It also reviews property performance and financial reports, builds relationships with property owners, and works with internal teams and leadership to improve operational efficiency and portfolio results.

The position requires availability outside normal business hours, including access to email on weekends and availability to respond to emergencies 24/7. It involves approximately 30% travel and movement around properties, including standing, sitting, walking, and using stairs.

Requirements

• At least 5 years of property management experience.
• At least 3–5 years of experience managing a team and/or office.
• Demonstrated ability to manage, supervise, and develop staff and resolve personnel issues.
• Strong knowledge of property maintenance.
• Strong knowledge of the Chicago Residential Landlord Tenant Ordinance (CRLTO).
• Strong leadership and interpersonal skills.
• Strong risk management skills and ability to think like a building owner.
• Strong performance, supervision, and quality management skills.
• Advanced verbal and written communication skills.
• Familiarity with property management software such as Yardi and RentCafé.
• Proficiency in Microsoft Office, including Word, Excel, and Outlook.
• Strategic and critical thinking and problem-solving skills.
• Ability to work independently and collaboratively, multitask, adapt to change, work under pressure, and be open-minded and creative.
• Must have a car and a valid driver’s license.
• Ability to move around properties and to stand, sit, and walk up and down stairs for periods of time.
• Must be available outside normal business hours, including weekends, and to handle emergencies 24/7.

Nice To Haves

• Midrise, high-rise, or luxury portfolio experience.
• Property management certification and/or licensure.
• Some commercial property management experience.

Responsibilities

• Supervise, coach, provide feedback to, and develop a team of Property Managers; communicate expectations, monitor performance, and address personnel issues as needed.
• Encourage Property Managers’ professional development and continuing education.
• Oversee collaboration with the Cross Street leasing team and ensure matters are handled in a timely manner.
• Schedule and lead monthly Property Manager meetings and quarterly field visits.
• Build relationships with department heads and work with them to resolve process issues.
• Participate in hiring, onboarding, training, staff promotions, role changes, and allocation or reallocation of Property Manager portfolios.
• Communicate account changes to staff and other departments.
• Develop, coordinate, and reinforce the proper use of systems, reports, policies, processes, and procedures.
• Set department strategy, goals, metrics, operational efficiencies, and standard processes; evaluate performance against goals.
• Oversee Property Managers’ investigation and resolution of service issues involving tenants, owners, and other departments.
• Support consistent, high-quality resident experiences and reinforce customer-service practices across the portfolio.
• Conduct regular property inspections to assess building quality, safety, and maintenance standards.
• Oversee vendor management, including contract negotiation and performance evaluation.
• Coordinate with maintenance teams to resolve escalated issues, schedule repairs, and respond to emergency maintenance issues in a timely manner.
• Coordinate with contractors to assess problems and arrange needed repairs.
• Manage capital repair and improvement projects.
• Collaborate with the VP of Property Management on department goals and objectives, using business, financial, and operational information to identify trends and improvements and establish performance measures and rewards.
• Regularly review property summary reports submitted by Property Managers, provide feedback, and recommend management improvements.
• Create profitability metrics at the department, individual Property Manager, and individual property or client portfolio levels.
• Build strong relationships and maintain open dialogue with property owners about vacancies, tenants, property condition, personnel, and financial issues.
• Work with upper management to discuss portfolio performance and gain insights.
• Interact with new clients and provide insight into workable leasing and resident-services solutions.
• Network with internal teams, including leasing agents and coordinators, to share best practices and improve operational efficiency.
• Ensure compliance with company policies and federal and local regulations.
• Attend company meetings, contribute to cross-departmental initiatives, and perform additional duties as assigned.
• Handle requests as needed outside normal business hours and be available for emergencies 24/7; access email on weekends and resolve issues as needed.

Benefits

• Medical insurance (BCBS), dental insurance, and vision insurance.
• Eligibility to participate in a 401(k) plan.
• Paid time off, including vacation and sick days.
• Company-paid holidays and birthday off.
• A collaborative and entrepreneurial culture committed to innovation and career growth.

What This Job Offers

• Job Type: Full-time
• Career Level: Manager
• Education Level: No Education Listed