Evergreen Real Estate Group · 12 hours ago
Regional Director of Property Management
Chicago, IL
Full-time
Hybrid
Director/Executive
10+ years expEvergreen Real Estate Group is seeking a Regional Director of Property Management to provide strategic oversight and leadership to Regional Supervisors across a multi-state portfolio. This role focuses on operational performance, regulatory compliance, team development, and financial stewardship while supporting the company's mission of delivering quality, affordable housing.
Real Estate
Responsibilities
Hire, supervise, and develop Regional Supervisors in accordance with Evergreen's policies
Conduct onboarding, training, and ongoing development of site and regional staff
Set clear performance expectations and review KPIs quarterly with each Regional Supervisor
Conduct weekly check-ins and monthly regional meetings to address field challenges, share updates, and align priorities
Ensure property coverage during staffing gaps
Partner with HR on progressive discipline, training needs, and compliance with HR policies
Collaborate with Regional Supervisors to ensure high-quality day-to-day operations
Monitor property-level performance, including occupancy, resident retention, and service delivery
Oversee the creation, execution, and evaluation of property-specific action plans
Ensure full understanding and execution of Evergreen’s policies, procedures, and service standards
Lead efforts to instill Evergreen's culture across sites
Oversee property-level budget development and approval in collaboration with the VP of Property Management
Review financials monthly, assess variances, and support Regional Supervisors in corrective actions
Ensure targets for NOI, collections, and expense management are met or exceeded
Coordinate with site teams to improve cash flow, reduce delinquency, and monitor subsidy collection
Ensure full understanding of LIHTC, HUD, and other affordable housing programs among Regional Supervisors (e.g., IL SRN, HOME, RAD, State Tax Credit, City/County PBV)
Partner with Compliance and Training teams to ensure regulatory updates are understood and implemented
Assist with the creation and monitoring of property-specific policies including TSPs, AFHMPs, House Rules, and more
Coordinate site readiness for regulatory reviews, MORs, REAC inspections, and other agency visits
Ensure preventive maintenance and REAC/NSPIRE preparation through collaboration with Facilities leadership
Support regional oversight of capital projects, maintenance standards, and site condition monitoring
Partner with FMCS on capital planning and vendor management
Ensure that site inspections are completed regularly and feedback is documented and acted upon
Provide elevated support for complex resident issues, grievances, or legal concerns
Monitor trends from platforms such as Reputation.com and HUD complaint systems
Participate in eviction monitoring and review resident satisfaction strategies
Serve as the primary Evergreen liaison with property owners and financial partners
Lead regular performance and financial reporting meetings with internal stakeholders and external owners
Prepare quarterly owner update packets and monthly "watchlist" summaries for underperforming assets
Collaborate with leadership to align property management strategy with Evergreen’s broader mission
Participate in AOC and relocation planning calls during acquisitions and rehabs
Partner with Training, Compliance, and IT teams to roll out company-wide initiatives
Provide insight during due diligence, strategic planning, and cross-departmental initiatives
Qualification
Required
Bachelor's degree required, advanced degree preferred
Minimum of 10 years of progressive experience in property management, including at least 5 years at a senior supervisory level
Must have or obtain an Illinois Leasing Agent or Broker License within 120 days of hire; Broker or Managing Broker License preferred
Certified Occupancy Specialist (or obtained within 3 months)
Tax Credit Certification (or obtained within 3 months)
Strong proficiency in Microsoft Office Suite, including Excel and Outlook
Familiarity with Yardi, OneSite, or comparable property management software
Ability to analyze financial reports, budgets, and capital plans
Capable of conducting site inspections, requiring occasional cross-country travel
Excellent written and verbal communication skills
Must have a valid driver's license and the ability to travel by air to assigned properties
Strong leadership, collaboration, and conflict resolution capabilities
Ability to multi-task across large portfolios and meet deadlines
Must maintain a fully functional home office and reliable internet access
Preferred
Broker or Managing Broker License preferred
CPM or ARM designation preferred
Company
Evergreen Real Estate Group
Evergreen Real Estate Group is a real estate company that develops home communities for people of all income levels and life stages.
501-1000 employees
Funding
Current Stage
Late StageLeadership Team
Stephen Rappin
CEO
April Pitre
Human Resources Business Partner
Recent News
2025-09-25
Chicago Sun-Times - Business
2025-02-17
Chicago Business Journal
2025-02-14
Company data provided by crunchbase