Regional Maintenance Supervisor

THE ANNEX GROUP’S MISSION STATEMENT:

To create a positive impact with the people who live, work and are involved in our communities.

To create a positive impact with the people who live, work and are involved in our communities.

The Annex Group is seeking a highly skilled and motivated Regional Floating Maintenance Supervisor to oversee the physical maintenance operations across a portfolio of multifamily properties. This role is critical to ensuring the ongoing safety, functionality, appearance, and long-term preservation of communities within the portfolio. Acting as a roving leader, the Maintenance Supervisor provides hands on support, technical guidance, and leadership to onsite teams, ensuring consistent execution of preventative and corrective maintenance programs.

The ideal candidate will bring extensive experience in building systems and training skills and a commitment to excellence in property maintenance and resident satisfaction. The ideal candidate thrives in a dynamic, travel-heavy role, enjoys solving operational challenges, and is passionate about enhancing the living experience.

• Supervise, train, and support on‑site maintenance teams across multiple properties to ensure compliance with company standards and procedures.
• Conduct regular property inspections to assess building systems, identify maintenance needs, and ensure adherence to safety and regulatory standards.
• Develop and implement preventative maintenance programs to extend the life of building systems and reduce operational costs.
• Coordinate with vendors and contractors for larger maintenance projects, capital improvements, and emergency repairs.
• Monitor and manage maintenance budgets across the region, ensuring cost-effectiveness and adherence to financial goals.
• Assist with recruiting, onboarding, and ongoing training of maintenance personnel.
• Collaborate with property and regional managers to develop and implement short‑ and long‑term maintenance strategies.
• Ensure compliance with all local, state, and federal regulations related to building maintenance, including OSHA and environmental guidelines.
• Maintain accurate documentation of maintenance procedures, service requests, vendor contracts, and property inspections.
• Provide after‑hours emergency support and guidance as needed.
• Other duties as assigned.
• Lead and manage university relationships for student housing assets, ensuring alignment with institutional requirements, academic calendars, and campus‑specific expectations.
• Act as a regional liaison between university partners and site teams to ensure clear communication, alignment, and timely resolution of operational matters.

To perform this job successfully, an individual must be able to perform each essential duty satisfactorily. The requirements listed below are representative of the knowledge, skill, and/or ability required. Reasonable accommodation may be made to enable individuals with disabilities to perform the essential functions.

• Minimum of 10 years of experience in property maintenance, with at least 3 years in a supervisory or regional role.
• Strong technical knowledge of HVAC, plumbing, electrical, roofing, carpentry, and general construction.
• Proven ability to manage multiple properties and maintenance teams simultaneously.
• Excellent organizational, leadership, and communication skills.
• Proficient in maintenance management systems and Microsoft Office Suite.
• Certifications such as HVAC, EPA, CPO, or similar are highly preferred.
• Demonstrated ability to analyze operations, solve challenges, and optimize performance.
• Proficiency in property management software (Yardi, Entrata).
• Ability to travel up to 100% (assigned location varies based on company needs).
• Strong work ethic with demonstrated desire to learn and grow with a growing company.
• Ability to work independently and successfully execute multiple assignments.
• Must be an effective communicator and listener.
• valid U.S. driver’s license required.

• Working knowledge of Yardi, Entrata, and MS Office software programs…