Job Description

Join our Team! Leland Management is seeking a Maintenance & Community Assistant for one of our communities in the Land O Lakes, FL area. Join our team to learn why the Orlando Business Journal has named us one of Central Florida’s Best Places to Work for 15 consecutive years, including winning first place in our category for 2021! The position is part-time ( Saturday and Sunday with flexible hours).

A private residential community located in Land O’ Lakes, FL, is seeking a dependable, detail-oriented Weekend Community Operations Assistant to assist with the operation and maintenance of the clubhouse, amenities, and community common areas. This position combines administrative, janitorial, and light maintenance responsibilities. The Weekend Community Operations Assistant plays a key role in maintaining a clean, safe, and welcoming environment for residents while ensuring compliance with community rules. This position is best suited for candidates comfortable with physical, outdoor work and enforcing community standards.

Essential Responsibilities

• Monitor and observe use of all amenities including clubhouse, pools, gym, playground, and outdoor areas.
• Enforce community rules and pool regulations professionally and consistently.
• Conduct parking compliance patrols and report violations to management.
• Perform light janitorial duties, including emptying trash, cleaning glass, restrooms, and surfaces, picking up litter, and refilling dog waste stations.
• Perform general maintenance tasks such as cleaning sidewalk drains and grates, raking the volleyball court, minor sign touch-ups, light repairs, filling small potholes, organizing storage areas, and painting or sanding minor surfaces, etc.
• Assist with setup and breakdown of community events and activities as directed.
• Complete incident reports for safety, compliance, or facility concerns.
• Support administrative projects including scanning ACC documents and organizing digital files.
• Participate in long-term projects such as documenting sidewalk drains and photographing trip hazards.
• Serve as onsite contact for residents and vendors on weekends.
• Report maintenance, safety, and operational issues to the Community Association Manager.
• Perform other related duties as assigned to support community operations.

Requirements

Minimum Qualifications

• Comfortable working both indoors and outdoors, including frequent exposure to heat, cold, and varying weather conditions
• Ability to walk, stand, bend, and lift up to 50 lbs., and remain active for extended periods
• Reliable personal vehicle required for parking compliance patrols and inspections
• Valid driver’s license and current auto insurance
• Dependable and punctual with consistent attendance
• Able to work independently and manage time effectively
• Strong communication and conflict resolution skills
• Comfortable enforcing community rules and policies while remaining calm and professional
• Detail-oriented with a strong focus on cleanliness, safety, and overall appearance
• Self-motivated and proactive in maintaining community standards
• Basic computer skills required, including email, spreadsheets, PDFs, data entry, and reviewing security footage
• Professional and friendly demeanor with residents and guests
• Must pass a background check prior to employment

Preferred Qualifications

• Previous experience in HOA, property management, maintenance, or facility operations.
• Familiarity with community policies and compliance enforcement.
• Basic computer or scanning skills a plus.

Work Environment

Indoor and outdoor work; regular walking, standing, and lifting in various weather conditions.