Regional Property Manager

SAIL Property Management

Legendary Service. Operational Mastery.

At SAIL, we are not building a typical property management company. We are building a high-performance, relationship-driven operating platform with a clear destination: over the next 3 years we plan to triple units under management.  

Our Regional Managers are the ones who make that vision real.  This role is for a 10x leader. Someone who multiplies the performance of the people and properties they touch. Someone who can coach, challenge, support, and hold the line on standards while building deep trust with owners and teams.

Who We Are

Our Core Focus is: Positively impacting lives, one resident, employee, owner, and partner at a time, while delivering relationship-driven property management that blends operational discipline with creative innovation.

We stand on four Core Values:

• Giving Our Personal Best
• Intellectual Curiosity
• Valuing Relationships
• Enthusiasm

The Opportunity: Regional Manager

The Regional Manager owns performance, people, and process across a portfolio of communities. You are the connector between our vision and day-to-day execution in the field.

This is not a maintenance-mode role. It is a builder’s role for a leader who is:

• Obsessed with getting the right people in the right seats
• Comfortable with accountability, clear expectations, and scorecards
• Able to coach Business Managers into strong, independent operators
• Skilled at aligning owners, onsite teams, and central services around shared outcomes
• Energized by better systems that are data driven and tech forward, and “fewer things, greater results”

What Regional Manager Looks Like at SAIL

• You create clarity. People who work with you know exactly what success looks like.
• You lift performance. Under your leadership, occupancy, NOI, resident satisfaction, and team engagement move in the right direction.
• You build teams. You hire, coach, and, when necessary, make tough calls to protect the standard.
• You think like an owner. You balance resident experience, team health, and asset performance.
• You embrace change. New tools, and new processes are opportunities, not threats.
• You live the Core Values and you expect your teams to live them too.
• You seek continuous improvement in your life and in your work.

Key Responsibilities

1. Portfolio Performance

• Own financial and operational performance for your portfolio (occupancy, NOI, delinquency, renewals, turns, and work orders).
• Proactively use data and dashboards to diagnose issues, set priorities, and drive results.
• Partner with support teams (marketing, revenue management, accounting, compliance, maintenance) to execute well and quickly.

2. People Leadership and Development

• Lead, coach, and develop Business Managers and key onsite leaders.
• Set clear expectations and ensure everyone has a scorecard that matters.
• Model and reinforce SAIL’s Core Values and performance culture in every interaction.
• Identify gaps in talent or structure and work with leadership to solve them.

3. Owner Relationships and Strategic Alignment

• Build strong, trust-based relationships with owners and asset managers.
• Communicate clearly and consistently about performance, risks, and opportunities.
• Represent SAIL in a way that reflects our 3 Uniques and long-term vision.
• Help uncover opportunities to grow our footprint with existing and new ownership groups.

4. Cross Departmental Collaboration Maximizing Systems and Process

• Help implement SAIL’s cross departmental collaboration strategy within your portfolio.
• Ensure core processes are followed, improved, and simplified over time.
• Provide feedback on what is working and what is not, and help drive continuous improvement.
• Champion data transparency and disciplined use of systems.

5. Culture and Experience

• Create a culture of accountability that is also supportive, respectful, and leading by example.
• Celebrate wins, learn from misses, and keep teams aligned to the bigger “why.”
• Protect and elevate resident experience across your portfolio.
• Open and Honest. Keep communication direct, respectful while seeking and offering feedback for personal and professional growth.
• You’re a person with high expectations but also highly supportive and supported. You coach, remove roadblocks help your teams grow to the next level.

What Success Looks Like in the First 12–18 Months

• Your properties are consistently hitting or beating key targets including scorecard metrics, economic occupancy, reputation management and NOI targets.
• You have clear, healthy scorecards in place for each manager and community.
• Your teams know the SAIL way of operating and follow core processes.
• Owners see you as a trusted, proactive, and strategic partner.
• You have developed a team of core value-aligned people that are producing expected results. 
• You are a key voice in helping SAIL move toward our vision and 3-year target of tripling in size.

If you are a builder, a coach, and a high-accountability leader who wants to help shape a growing organization at scale, we would love to meet you. 

What You Bring

• Regional or multi-site leadership experience in property management (affordable, market-rate, or mixed).
• Proven track record improving performance across multiple communities.
• Strong financial acumen and comfort with budgets, reports, and KPIs.
• Experience hiring, developing, motivating, coaching and transforming teams.
• Passion and experience for executing change management well.
• High ownership mentality. You take initiative and are quick to act. 
• Alignment with SAIL’s Core Values and excitement about where we are going as a company.
  
  
  

Compensation details: 110000-150000 Yearly Salary