Regional Property Manager - Chicago

Flats LLC· On-site Roles
Apply Now ↗
📍 Chicago, Illinois, United StatesFull time

About this role

At FLATS®, we believe living well is a necessity—not a luxury. We create thoughtfully designed homes, technology-driven experiences, and vibrant communities where residents feel connected from the moment they arrive. Our teams don't simply manage apartments—they create memorable resident experiences.

POSITION SUMMARY

The Regional Property Manager is responsible for overseeing the operational and financial performance of a growing portfolio of multifamily communities across Chicago. This role provides strategic leadership to Property Managers and onsite teams while ensuring operational excellence, financial performance, resident satisfaction, and compliance across the portfolio.

As FLATS continues to expand the Regional Property Manager will play a key role in supporting new community openings, driving operational consistency, and building high-performing teams.

The ideal candidate is an experienced regional leader who thrives in a fast-paced environment, enjoys building relationships, and takes initiative without waiting for direction. Success in this role requires someone who is highly collaborative, financially savvy, customer-focused, and comfortable working independently while staying closely connected with teams across multiple markets.

Key Responsibilities

Portfolio Performance & Financial Management

  • Lead the operational and financial performance of a section of our multifamily portfolio across Chicago, California, Nevada, and Washington.
  • Develop and manage annual operating budgets and forecasts with a focus on maximizing NOI.
  • Analyze monthly financial performance, identify trends, and implement action plans to improve portfolio performance.
  • Review and approve operating expenses while maintaining high service standards and cost-effective operations.
  • Prepare owner reports, quarterly business reviews, and portfolio performance updates.
  • Identify, recommend, and oversee capital improvement projects that enhance property value and resident experience.
  • Support the successful lease-up and stabilization of newly developed communities.

Operations

  • Conduct regular property inspections to ensure communities consistently meet FLATS operational and brand standards.
  • Partner with maintenance and facilities teams to ensure preventative maintenance programs are executed effectively.
  • Ensure compliance with Fair Housing, ADA, OSHA, and all applicable federal, state, and local regulations.
  • Implement risk management initiatives that protect residents, employees, and company assets.
  • Monitor rent collections, delinquency, vendor performance, operational reporting, and property KPIs.
  • Oversee emergency response procedures and operational best practices across the portfolio.

Leasing, Marketing & Resident Experience

  • Drive occupancy, revenue growth, leasing performance, and resident retention across the portfolio.
  • Analyze market trends, competitor performance, and pricing strategies.
  • Partner with Marketing to execute effective leasing and branding initiatives.
  • Support lease-up strategies for new developments while maintaining stabilized occupancy at existing communities.
  • Oversee resident retention initiatives and reputation management to enhance the overall resident experience.

Leadership & Team Development

  • Recruit, coach, mentor, and develop Property Managers and onsite teams.
  • Foster a culture of accountability, collaboration, and continuous improvement.
  • Conduct regular performance evaluations and provide ongoing coaching and professional development.
  • Promote consistent training on company policies, procedures, and systems.
  • Build engaged, high-performing teams across geographically dispersed markets.
  • Lead by example through proactive communication, accountability, and a hands-on leadership approach.

Client & Stakeholder Relations

  • Develop and maintain strong relationships with ownership groups, investors, and business partners.
  • Present financial and operational performance updates with confidence and professionalism.
  • Collaborate closely with Accounting, Marketing, Facilities, Asset Management, and Executive Leadership.
  • Represent FLATS professionally with clients, vendors, contractors, and community partners.
  • Perform other duties as assigned.

Work Environment

This is a hybrid position, for candidates based the in Chicago area to support FLATS' continued expansion.

The Regional Property Manager will oversee a portfolio currently consisting of communities in several locations.

Travel is an essential part of this role and includes:

  • Monthly travel throughout the portfolio based on business needs.
  • This position may require regular travel throughout our portfolio including California, Nevada, Minnesota and Washington.
  • Company credit card provided for all approved business travel expenses.

WHAT SUCCESS LOOKS LIKE

  • Portfolio occupancy, revenue, and NOI goals are consistently achieved.
  • New developments successfully transition from construction through lease-up and stabilization.
  • Property Managers and onsite teams are engaged, supported, and performing at a high level.
  • Residents receive exceptional service, resulting in strong satisfaction and retention.
  • Owners receive proactive communication, accurate reporting, and strategic recommendations.
  • Operational standards remain consistent across all communities.
  • The Regional Property Manager builds strong relationships across the organization, operates independently, and proactively contributes to team success.

QUALIFICATIONS

Required

  • Active Real Estate License in Illinois.
  • Minimum 3–5 years of multifamily property management experience, including experience managing multiple communities or a regional portfolio.
  • Strong financial acumen with experience managing budgets, forecasting, and driving NOI.
  • Demonstrated success leading, coaching, and developing onsite property management teams.
  • Excellent customer service, communication, organizational, and leadership skills.
  • Strong client relationship management experience.
  • Ability to work independently while managing multiple priorities across geographically dispersed communities.
  • Willingness and ability to travel regularly throughout the portfolio.

Preferred

  • Experience supporting new construction, lease-up, or ground-up developments.
  • Experience managing properties across multiple states.
  • Experience working with institutional ownership groups or large multifamily operators.
  • Experience with Yardi preferred; experience with AppFolio or other property
  • management software platforms is considered transferable.
  • Bachelor's degree in Business, Real Estate, or a related field.
  • Industry certifications such as CPM, CAPS, CAM, ARM, or HCCP.
  • Aditional licenses in California or Nevada - nice to have.

  • Medical, dental, and vision insurance.
  • 401(k) with employer match.
  • Paid time off (PTO).
  • Salary: $110K - $135K + bonus

WHY FLATS

Competitive Compensation • Performance Incentives • Medical, Dental & Vision • 401(k) • Paid Time Off • Professional Development • Career Growth • Technology-Forward Culture

Frequently Asked Questions

Is the salary disclosed for the Regional Property Manager - Chicago position at Flats LLC?
The salary for this Regional Property Manager - Chicago role at Flats LLC is not publicly listed. Click "Apply Now" to learn more about the compensation package on their official careers page.
Where is the Regional Property Manager - Chicago position at Flats LLC located?
This Regional Property Manager - Chicago role at Flats LLC is based in Chicago, Illinois, United States. The position is listed as on-site or hybrid. Check the full job description or apply directly to confirm the work arrangement.
Is the Regional Property Manager - Chicago role at Flats LLC full-time or part-time?
This is listed as a Full time position. It is posted as a Regional Property Manager - Chicago role in the On-site Roles department at Flats LLC.
Which team or department does the Regional Property Manager - Chicago at Flats LLC belong to?
This Regional Property Manager - Chicago position is part of the On-site Roles department at Flats LLC. See the full job description for more information about the team structure and responsibilities.
How do I apply for the Regional Property Manager - Chicago position at Flats LLC?
Click the "Apply Now" button on this page. You will be redirected to Flats LLC's official application portal hosted on workable where you can submit your application directly.
When was the Regional Property Manager - Chicago job at Flats LLC posted?
This Regional Property Manager - Chicago position at Flats LLC was posted on Aug 10, 2026. Apply as soon as possible — early applications are often reviewed first.
Regional Property Manager - Chicago
Flats LLC
Apply for this role ↗

You'll be redirected to Flats LLC's official application page on workable.