Regional Manager

Regional Property Manager – Florida Portfolio

Lead Innovation. Drive Performance. Inspire Teams.

Cottonwood Residential is a forward-thinking real estate company that places the customer at the heart of everything we do. From self-guided tours that meet prospects on their terms, to integrating AI to improve response times, to extended hours and a collaborative team-based approach — we’re reimagining property management. We’re seeking a Regional Property Manager to lead a diverse portfolio of multifamily communities across Florida. This role requires a dynamic, strategic leader who thrives on innovation, performance, and excellence — someone who doesn't just follow best practices but helps define them. A Florida residence is required in either Orlando or Tampa.

About the Role

As Regional Property Manager, you’ll be fully responsible for maximizing the long-term performance of your portfolio. That means driving NOI, mentoring and growing high-performing teams, ensuring operational efficiency, and creating exceptional resident experiences. You will be a key leader in advancing Cottonwood's mission to outperform in every market we serve.

Key Responsibilities

Leadership & People Management

• Recruit, train, and mentor top-tier Community Managers and site teams


• Foster a culture of collaboration, accountability, and continuous improvement


• Partner with Regional Service Managers to ensure operational excellence and seamless project execution


• Serve as a strategic coach, empowering your team to think differently and act decisively

Market & Performance Strategy

• Monitor local submarkets to ensure your communities are well-positioned and priced to outperform competitors


• Analyze trends and adjust rent strategies proactively to reduce turnover and maximize occupancy


• Cultivate strong customer service and marketing programs to elevate community visibility and reputation


• Use data to lead decision-making, from leasing strategy to resource allocation

Asset & Operational Oversight

• Conduct regular site visits to inspect physical condition, operational processes, and leasing standards


• Recommend and oversee capital improvement projects aligned with asset preservation and revenue growth


• Ensure compliance with all policies, procedures, and legal regulations, including Fair Housing


• Maintain a sharp 90-day operational forecast across each community

Financial Management

• Own full P&L responsibility across your portfolio


• Build and manage annual operating budgets in partnership with AVP and Community Managers


• Review and approve contracts, control expenses, and drive NOI through smart, strategic operations


• Prepare and present monthly, quarterly, and annual reporting, forecasts, and performance reviews

What You Bring

• Bachelor’s degree preferred (Business or related field preferred)


• 5–7+ years of Regional Property Management experience in multifamily housing


• Strong leadership skills with experience managing multi-site teams across different markets


• Strategic, proactive thinker with high emotional intelligence and exceptional communication skills


• Experience working in fast-paced, high-growth environments


• Willing to travel 50–75%, with regular monthly site visits


• Experience with Entrata Core is a plus


• Comprehensive understanding of Fair Housing and Landlord-Tenant Laws

Why Cottonwood Residential?

We don’t just manage properties — we elevate them. At Cottonwood, you’ll join a culture that encourages creativity, challenges convention, and is committed to excellence. You’ll be supported by a leadership team that values innovation, transparency, and your career growth.

Compensation & Benefits

• Competitive base salary with performance-based bonus structure.


• Relocation compensation is negotiable.


• Comprehensive health, dental, vision, life & disability insurance - available within 1-30 days!


• Generous 401(k) and HSA company match


• Paid time off and holidays


• Opportunities for career advancement within a growing, people-first company

Cottonwood Residential has changed the industry by being one of the first apartment management companies to offer Self-Guided Tours which has redefined the customer experience. We will lean on your innovation, desire to learn, and ability to work hard to continue to improve the customer experience at our communities. Get excited to create an unforgettable experience for those who enter our doors because we can’t wait to see you welcome customers to their Home at Last!