Job 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: $28 – $31/hour
Schedule: Monday–Friday, 8:30 AM – 5:00 PM
Wage Type: Hourly

Rent Prosper is seeking an experienced Maintenance Supervisor to lead our on-site team at a 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