Vice President Of Property Operations

Location: Chicago, IL / Travel Required 
Experience Level: 20+ years in multifamily property management leadership 

Salary: $150,000 - $170,000 based on experience

About Proper 

Proper is a private equity–backed, high-growth platform transforming how multifamily property management operates. Through strategic acquisitions, operational standardization, and technology-driven innovation, we are building a more efficient, scalable future for the industry. 

Our focus is simple: drive performance, create consistency, and unlock value across a growing portfolio. Join us and help lead that transformation.

About the Role 

The Vice President of Property Operations is a senior leadership role responsible for driving operational performance across Proper’s multifamily portfolio. This role will lead efforts to standardize processes, improve property-level execution, and scale best-in-class management practices across multiple markets. 

You will partner closely with executive leadership and regional teams to translate strategy into execution—ensuring strong financial performance, operational consistency, and continuous improvement across the platform. This role requires both high-level strategic thinking and hands-on operational leadership. 

Who You Are 

You are a hands-on property operations leader who knows how to drive results where they matter most—on-site. You’ve spent your career improving property performance, building strong teams, and creating consistent resident experiences across multiple markets.

You bring discipline to operations, clarity to teams, and urgency to execution. You know how to identify gaps quickly and implement solutions that stick.

You don’t just oversee properties—you make them perform.

Key Responsibilities 

• Portfolio Oversight & Performance: Lead operations across multiple markets, ensuring strong NOI growth, occupancy, and asset performance 

• Operational Excellence: Develop and implement standardized processes and best practices across the portfolio 

• Performance Management: Monitor KPIs and financial metrics, identifying gaps and driving corrective action 

• Strategic Execution: Partner with executive leadership to execute company-wide initiatives and growth strategies 

• Team Leadership & Development: Lead, mentor, and develop regional and property-level teams to drive accountability and results 

• On-Site Engagement: Travel regularly to support property teams, assess performance, and ensure operational alignment 

• Scalability & Efficiency: Identify opportunities to improve systems, workflows, and operational consistency across markets 

Requirements

• 15-20+ years of experience in multifamily property management 

• Proven track record overseeing 5,000+ units across multiple markets 

• Strong operator with both strategic vision and hands-on execution ability 

• Deep understanding of property management financials, KPIs, and performance drivers 

• Experience managing across multiple platforms or portfolios preferred 

• Demonstrated ability to lead teams, drive accountability, and improve operational outcomes 

• Comfortable operating in a fast-paced, growth-oriented environment 

Location & Travel 

• Based in Chicago 

• Willingness to travel across markets 

Benefits

What We Offer 

• A high-impact leadership role shaping the operational backbone of a rapidly expanding platform. 

• The opportunity to drive measurable outcomes across multiple companies and geographies. 

• Competitive salary, annual performance bonus, and full benefits (health, dental, vision, 401(k) match, PTO). 

• A collaborative, entrepreneurial culture where innovation meets execution and strategy meets results. 

Join Proper 

This is a rare opportunity to lead operational transformation across our multifamily portfolio. You’ll oversee property operations across our management companies, building scalable systems, elevating on-site performance, and driving consistency across a complex platform — we want to meet you.