Vice President of Property Operations

Vice President of Property Operations 

REGIONAL EXECUTIVE LEADERSHIP  •  REMOTE-BASED  •  REGIONAL TRAVEL 

Lead people. Drive performance. Make an impact. 

At Redwood Living, we believe great communities start with great people—and great leaders make all the difference. 

We’re looking for an experienced Vice President of Property Operations who knows how to build strong teams, deliver results, and bring out the best in the people they lead. This is an opportunity to shape strategy and lead a regional portfolio of Redwood apartment neighborhoods within a growing organization. 

We’re not simply looking for someone who can manage numbers and oversee properties. We’re looking for someone who understands the business, leads with integrity, develops people, and takes pride in creating places where residents and employees want to be. 

The opportunity 

Reporting to our EVP of Property Operations, you’ll lead and develop Regional Managers, drive operational and financial performance, and work closely with executive leadership to turn company priorities into meaningful results. 

• Lead leaders. Coach and develop Regional Managers, build accountability, and prepare the next generation of operations leaders. 

• Own portfolio performance. Drive occupancy, resident retention, revenue, expense control, profitability, and resident satisfaction. 

• Think strategically. Analyze market trends and operating results, solve challenges, and support growth initiatives. 

• Strengthen the resident experience. Maintain consistent standards across neighborhoods while recognizing each team and community’s needs. 

• Connect the business. Partner with Finance, Asset Management, Revenue Management, Development, Construction, Marketing, and other teams. 

• Champion improvement. Support new technologies, better processes, and practical ideas that help people do their best work. 

What you’ll bring 

• 7+ years of progressive property management, apartment portfolio operations, or related leadership experience. 

• 5+ years of management experience leading Regional Managers, Directors, or comparable operational leaders. 

• Bachelor’s degree in Business Administration, Property Management, Real Estate, or a related field. 

• Business judgment and hands-on experience with budgets, financial performance, operational metrics, and multiple competing priorities. 

• People-first leadership that combines clear expectations, sound decisions, open communication, and genuine coaching. 

Experience with multi-state portfolios, Yardi Voyager, and a CPM designation or similar certification is a plus. 

Where you’ll work and travel 

This remote-based position supports Redwood apartment neighborhoods throughout Illinois and Indiana within a regional territory of approximately 150 miles. The role requires regular travel to community locations and occasional travel to corporate headquarters. A valid driver's license is required. 

Compensation 

The pay range for this role is $150,000 to $190,000 annually and is eligible for a 10-15% discretionary bonus based on performance. 

Why Redwood? 

Redwood Living is a growing, multi-state organization with more than 650 employees. Our culture is grounded in integrity, open communication, entrepreneurial thinking, teamwork, and delivering more than expected. We take our work seriously, but we also believe work should be rewarding, collaborative, and enjoyable. 

At Redwood, you’ll find an organization that values your experience, welcomes your ideas, and knows strong leadership is about more than hitting targets. If you’re ready to make a difference for teams, residents, and the business, we’d love to hear from you. 

Explore what’s possible at Redwood Living. Apply today. 

Redwood Living, Inc. is an Equal Opportunity Employer. We provide equal employment opportunities in accordance with applicable federal, state, and local law.