Maintenance Supervisor Under 150 Units

ClassetWinter Park, FL
$28 - $31Onsite

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
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