Share this job SVGs not supported by this browser. Description RENT Prosper is Hiring a Maintenance Supervisor! Location: 349 Scottsdale Square, Winter Park, FL On-Site Role | Full-Time | 200-Unit Property Pay Rate: $29 – $31/hour Schedule: Monday–Friday, 8:30 AM – 5:00 PM Wage Type: Hourly Overview Rent Prosper is seeking an experienced Maintenance Supervisor to lead our on-site team at a 200-unit residential property in Winter Park, FL. If you’re a skilled hands-on leader with a strong background in HVAC, plumbing, electrical, and appliance repair, this is your chance to join a tight-knit, growth-oriented company that values work-life balance, teamwork, and reliability. We pride ourselves on providing top-tier service to our residents through loyalty, reliability, problem-solving, integrity, and continuous improvement —the core of The Rent Prosper Way. Responsibilities Oversee and perform maintenance on residential HVAC systems (10+ years old), plumbing, appliances, and electrical systems. Manage unit turnovers: inspect, scope, repair, and prepare units for new tenants. Complete daily work orders using a property management system (e.g., Yardi or AppFolio). Maintain accurate logs of time, materials, receipts, and before/after photos. Communicate professionally with residents and team members. Submit weekly maintenance reports to the management team. Ensure safety and quality standards are met on all maintenance projects. Maintenance Scope Includes: HVAC: Troubleshooting, full system repairs, and replacements (coils, compressors, fans, etc.) Appliances: Installation and repair of stoves, refrigerators, washers/dryers, microwaves Plumbing: Repairs and replacements for sinks, toilets, valves, water heaters, disposals Electrical: Fixtures, fans, switches, receptacles, and appliance wiring General: Drywall, touch-up painting, carpentry, and make-readies Requirements Valid driver’s license Comfortable with pre-employment background screening 10+ years of maintenance experience (plumbing, electrical, appliances, make-readies) 7+ years of residential HVAC troubleshooting, repairs, and installations 5+ years of leadership experience managing an on-site maintenance team EPA Certification Nice to Have Bilingual (English/Spanish) Benefits Bonus pay for delivering 5-star resident service Paid Time Off and Paid Holidays Health, Dental, and Vision Insurance Mileage Reimbursement (if using a personal vehicle) Regular Pay Reviews Apply for this job