JOBSEARCHER

Lead Gardener

OverseeGulf Breeze, FLApril 24th, 2026
Oversee, an award-winning vacation rental management company, is seeking a dedicated Lead Gardener to focus exclusively on a small, fixed portfolio of private residential and commercial properties.This role does not involve our vacation rentals, guests, or homeowners. Instead, you will work with the Oversee owner to build our groundskeeping program from the ground up for these properties. You will be responsible for creating the initial processes, seasonal schedules, and maintenance routines. Once the systems are in place, you will take hands-on ownership of executing them, while also managing part-time assistants to help you complete larger projects and routine maintenance. Salary $60,000 + benefits.ResponsibilitiesProcess Development: Design, document, and implement comprehensive landscaping schedules and standard operating procedures (SOPs) tailored specifically to this small portfolio of propertiesHands-On Cultivation: Plant, cultivate, and proactively maintain various plants, flowers, shrubs, and turf to ensure these properties always look their absolute bestTeam Leadership: Coordinate, schedule, and direct part-time gardening assistants as needed for heavy-maintenance days or larger landscaping projectsQuality & Health Control: Conduct regular walkthroughs to monitor plant health, plan seasonal updates, and manage soil, weed, and pest controlInventory & Equipment: Manage the inventory for landscaping supplies, fertilizers, and tools, ensuring all equipment is safely operated and properly maintainedRequirementsProven hands-on experience in professional gardening, landscaping, or groundskeeping (knowledge of local Florida coastal flora is a huge plus!)A self-starter mentality with the ability to build organizational systems from scratch and work autonomouslyLeadership capabilities and clear communication skills to effectively direct part-time helpA solid understanding of plant health, soil management, basic irrigation, and safe maintenance practicesPhysical stamina and the ability to work outdoors in various weather conditionsValid driver's license preferredBenefitsTraining & DevelopmentHealth Care Plan (Medical, Dental & Vision)Retirement Plan (401k, IRA)Life Insurance (Basic, Voluntary & AD&D)Paid Time Off (Vacation, Sick & Public Holidays)Family Leave (Maternity, Paternity)Short Term & Long Term DisabilityTraining & DevelopmentWellness Resources