Regional Maintenance Manager (Boston Regional Operations)

At WinnCompanies, our work starts with people — the residents who call our communities home, the neighborhoods we help strengthen, and the 4,600+ team members across 30 states, Washington, D.C., and Puerto Rico who make it all possible. As an award-winning owner, developer, and manager of high-impact, mixed-income apartment communities, we are proud to be one of the nation’s leading managers of multifamily housing and one of the largest operators of affordable housing communities.

We bring together people who care about quality housing, meaningful service, and making a difference every day. Through our innovative resident services platform and commitment to exceptional communities, we offer career opportunities for individuals who want their work to create lasting impact.

Interested in learning more? Visit WinnCompanies to explore our benefits, mission, communities, and career opportunities.

About the Opportunity 

WinnCompanies is looking for a Regional Maintenance Manager to join our North Carolina / South Carolina / Virginia team in the Charlotte, NC and surrounding areas.  

In this role, you will provide leadership and oversight of maintenance operations across properties located in Charlotte, NC; Raleigh, NC; Anderson, SC; and Danville, VA. This position requires regular travel throughout the region to support site teams, ensure compliance with financial controls and regulatory requirements, and serve as the primary point of contact for all maintenance personnel. 

Responsibilities:   

• Direct maintenance operations across 13 properties to ensure proper building systems functionality, timely work orders, and adherence to company standards.
• Oversee unit turnovers, upkeep, and seasonal maintenance/snow removal.
• Manage emergency response coordination (e.g., fires, floods) on-site as needed. 
• Oversee budgets, financial controls, and forecasting in partnership with property managers.
• Manage capital projects, including reviewing 3-bid packages, approving scopes of work, and meeting completion deadlines.
• Ensure full compliance with federal, state, local, and NSPIRE regulations, including conducting annual maintenance audits and pre-inspections.
• Review and manage operational reports (WOPR, open positions, site logs).
• Partner with managers and the Director of Facilities on hiring, discipline, and staffing.
• Assess, develop, and deliver training programs for maintenance staff. 
• Oversee contractors, vendor recommendations, and project proposals. 
• Serve on the due diligence team to assess new property opportunities, review compliance, and recommend action. 

Requirements: 

• High school diploma or GED equivalent.
• 8 to 10 years of relevant work experience, including 5 to 8 years in a supervisory or managerial role.
• Demonstrated experience with NSPIRE inspections and bid proposals.
• Proficiency in Microsoft Office, web-based applications, and property management systems like OneSite Facilities.
• Strong leadership, communication, and multi-tasking abilities in a fast-paced environment.
• Collaborative approach with the ability to work effectively with diverse personalities and small teams.
• Must currently reside in within 30-minutes of Charlotte, NC.
• Valid driver's license in good standing meeting company safety standards.
• Reliable personal vehicle for travel between properties (with mileage reimbursement). 

Preferred Qualifications: 

• Bachelor's degree in Business Administration or other relevant field. 
• Previous experience working with Union Labor Relations. 
• EPA Universal certification. 
• CAMT certification. 

Benefits & Perks
Eligible full-time U.S. employees enjoy a competitive benefits package, including:

• Generous paid time off, paid holidays, sick time, a floating holiday, and a day of service
• Medical, dental, and vision coverage, plus HSA, FSA, and dependent care savings options
• 401(k) with company match and company-paid life, AD&D, and long-term disability insurance
• Tuition reimbursement, professional development opportunities, and career growth resources
• Wellness programs, employee assistance resources, commuter benefits, and employee discount programs
• Flexible and hybrid work options for eligible positions

Learn more about our benefits at https://www.winnbenefits.com.

If you are a California Resident, please see our Notice of Collection here.

It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.

Salary will vary based on job responsibilities and scope, geographic location, candidate’s relevant experience, and other factors.

Internal candidates, please apply here: Internal Careers Hub