Maintenance Supervisor Under 150 Units

Classet • Winter Park, FL

36d • $28 - $31 • Onsite

About The Position

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.

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 Haves

• Bilingual (English/Spanish)
• Bonus pay for delivering 5-star resident service

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.

Benefits

• Paid Time Off and Paid Holidays
• Health, Dental, and Vision Insurance
• Mileage Reimbursement (if using a personal vehicle)
• Regular Pay Reviews

What This Job Offers

• Job Type: Full-time
• Career Level: Manager
• Education Level: No Education Listed