Regional Property Manager - Chicago Portfolio Leader

Peak Properties; Chicago (IL); On-site; USD 120,000 - 140,000; Full time

Benefits offered by this job

Medical, Dental, Vision Insurance

401(k) plan

Paid time off

Company holidays and birthday off

Collaborative culture and careergrowth

Job summary

Peak Properties seeks a Regional Property Manager to lead a Team of Property Managers across a 29-building, 1,460-unit Chicago portfolio. The RPM will coordinate with senior leadership to ensure consistent standards, strong tenant and owner relationships, and overall property performance.

The role emphasizes leadership, vendor and financial oversight, and CRLTO compliance, with up to 30% travel and after-hours availability as needed.

Qualifications

• Minimum of 5 years Property Management experience (Midrise/high-rise or luxury portfolio)
• Minimum of 3–5 years managing a team and/or office
• Strong knowledge of the Chicago Residential Landlord Tenant Ordinance (CRLTO) and property maintenance
• Certification helpful; familiarity with Yardi and RentCafé

Responsibilities

• Supervise and develop a team of Property Managers; set expectations, monitor performance, coach, and work with HR as needed.
• Oversee collaboration with Cross Street leasing team and schedule monthly PM meetings and quarterly field visits.
• Oversee vendor management, including contract negotiation and performance evaluation; coordinate with maintenance teams to resolve issues.
• Manage capital repair and improvement projects; develop and enforce systems, reports, policies, and procedures.
• Review property reports with PMs; provide feedback and identify improvement opportunities; create profitability metrics at department and property levels.
• Maintain strong owner relations; communicate openings, vacancies, and financial issues; engage upper management for portfolio insights.
• Attend cross-departmental meetings; ensure compliance with Peak Policies and local regulations; perform additional duties as assigned.
• Travel up to 30% and be available outside normal hours; monitor after-hours emergencies as needed.

Skills

Property management experience

Team leadership

Staff development

Leadership

Communication skills

Risk management

Quality management

Strategic thinking

Adaptability

Education

Property management certification

Tools

Yardi

RentCafé

MS Office

Job description

Peak Properties seeks a Regional Property Manager to lead a Team of Property Managers across a 29-building, 1,460-unit Chicago portfolio. The RPM will coordinate with senior leadership to ensure consistent standards, strong tenant and owner relationships, and overall property performance.

The role emphasizes leadership, vendor and financial oversight, and CRLTO compliance, with up to 30% travel and after-hours availability as needed.