Maintenance Supervisor - Lead On-Site Team (Mon-Fri)

Rent Prosper Multifamily; Orlando (FL); On-site; USD 44,000 - 48,000; Full time

Benefits offered by this job

On-Site Housing Discount

5-Star Service Bonus

Birthday Bonus

Work Anniversary Bonus

Health Insurance

Dental Insurance

Life Insurance

PTO: 10 days

Paid Holidays

Quarterly all-staff events

Annual holiday party

Job summary

Rent Prosper is seeking a Maintenance Supervisor for Cypress Pointe in Orlando, FL. You will lead daily maintenance operations, perform hands-on repairs across HVAC, plumbing, electrical, and appliances, and partner with the Property Manager and Regional Manager.

As the community grows, you’ll build and mentor your own maintenance team while the HOA handles exterior maintenance. This role offers an on-site housing discount and a chance to shape a hands-on, resident‑focused operation.

Qualifications

• 10+ years of maintenance experience including plumbing, electrical, appliances and make-readies.
• 7+ years of residential HVAC troubleshooting and repairs.
• 5+ years of leadership experience managing an on-site maintenance team.
• EPA certification is required.
• Valid driver’s license is required.
• Strong communication skills and a hands-on leadership approach.

Responsibilities

• Leading daily maintenance operations and boots-on-the-ground presence at Cypress Pointe.
• Performing hands-on repairs across HVAC, plumbing, electrical, and appliances.
• Collaborating with the Property Manager and Regional Manager daily.
• Scheduling and managing vendors for turnovers and large jobs.
• Completing and prioritizing daily work orders in the PM system.
• Maintaining logs of time, materials, receipts, and photos.
• Submitting weekly maintenance reports to management.
• Keeping residents happy through fast, quality service.
• Building and leading your maintenance team as the community grows.

Skills

Maintenance leadership

Strong communicator

Resident satisfaction focus

Hands-on leadership

Problem solving

On-site supervision

HVAC troubleshooting

Time management

EPA Certification

Valid driver's license

Education

EPA Certification

Job description

Rent Prosper is seeking a Maintenance Supervisor for Cypress Pointe in Orlando, FL. You will lead daily maintenance operations, perform hands-on repairs across HVAC, plumbing, electrical, and appliances, and partner with the Property Manager and Regional Manager.

As the community grows, you’ll build and mentor your own maintenance team while the HOA handles exterior maintenance. This role offers an on-site housing discount and a chance to shape a hands-on, resident‑focused operation.