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Head of Property Maintenance

Orlando, FL

DESCRIPTION

COMPANY OVERVIEW

At Epic Vacation Rentals, we specialize in high-end, lakefront "mini-resorts" that offer a sanctuary for guests seeking privacy, wellness, and luxury. We are a boutique, tech-forward hospitality company that manages a premier portfolio of lakeside estates in the heart of Orlando.

Our focus is on three exclusive properties: Jessamine Dream (LJ), Clear Lake Casa (CL), and the Lake Lucy Estate (SS). These aren't just vacation rentals; they are curated lifestyle experiences. From private docks and cold plunges to saunas and professional-grade putting greens, we provide the ultimate "Orlando Waterfront" stay. We pride ourselves on operational excellence, utilizing advanced systems like ClickUp and OwnerRez to ensure our properties are always in "Showroom Condition."

Why Join the Team for LJ, CL, and SS?

  • Elite Property Portfolio: You’ll be responsible for the stewardship of three distinct, high-value lakefront assets. Whether it’s the wellness-focused amenities at Jessamine Dream or the sprawling grounds of Lake Lucy, your work directly maintains some of the most serene and upscale stays in Orlando.

  • Expansion & Innovation: We are in an active growth phase. From relaunching and stabilizing the Silver Star (Lake Lucy) estate to acquiring adjacent acreage for expansion, you will be at the ground floor of a growing company.

  • The "Wellness Resort" Standard: Unlike traditional STRs, our properties feature high-maintenance, high-reward amenities like cold plunges, saunas, bocce ball courts, heated pools, and fitness centers. You will lead the charge in ensuring these specialized features are always 5-star ready.

  • Entrepreneurial Autonomy: We value "grit" and proactive ownership. As we restructure these properties and scale our operations, you will have the opportunity to influence how we manage, market, and maintain this elite Orlando geography. We are always improving our properties and adding new amenities.

  • Tech-Driven Operations: We leave nothing to chance. You’ll use google voice to manage guest communications, and a task management software for vendor scheduling, preventative maintenance, ensuring 100% accountability and seamless execution.

POSITION SUMMARY

The Head of Property Maintenance is a hands-on, high-impact role for someone who takes pride in maintaining properties in true showroom condition. This is not a desk-based position—you are the on-site steward of our three flagship lakefront estates: Jessamine Dream, Clear Lake Casa, and Lake Lucy Estate.

You will be responsible for the physical maintenance, aesthetic presentation, and functionality of each property, including repairs, outdoor upkeep, building things, and ongoing improvements. The role requires strong technical “handyman” skills, physical stamina, and the ability to coordinate vendors while tracking work through our project management systems.

You will report directly to the leadership team and work closely with our virtual assistant team to ensure guest feedback and operational notes are quickly translated into action on the ground. Please note this position has access to a company truck.

RESPONSIBILITIES

  • Maintain daily communication with leadership and collaborate closely with the VA team

  • Keep all properties in 5-star, showroom condition, inside and out

  • Perform hands-on maintenance, repairs, and troubleshooting across all properties

  • Maintain exterior grounds, irrigation, pools, hot tubs, and outdoor features

  • Conduct interior quality-control walkthroughs, deep cleans (biannually), and timely repairs

  • Manage supplies, closets, sheds, and inventory to keep properties organized and functional

  • Build, repair, and enhance amenities in cost-effective, budget-conscious ways

  • Respond to guest-related maintenance issues and emergency service calls promptly

  • Protect profitability by correcting guest issues, reducing refunds, and identifying improvement opportunities

QUALIFICATIONS

  • Experience: Minimum 3–5 years of professional experience in hands-on property maintenance, residential construction, or hotel engineering. We are looking for a "doer," not just a "coordinator."

  • Technical Handyman Skills: Proven proficiency in "medium" home repairs, including drywall patching, finish painting, basic plumbing (clogs/leaks), and light electrical troubleshooting (outlets, light fixtures, smart locks).

  • Tech Literacy: Must be highly comfortable using mobile apps for daily work. You will be required to document 100% of your work with photos and status updates in ClickUp (or similar project management software).

  • Physical Capability: Must be able and willing to work outdoors in the Florida heat for extended periods and lift at least 80 lbs (propane tanks, bags of salt, furniture).

  • Local Proximity: Must reside within 30 minutes of the Orlando area to ensure rapid response for property emergencies.

  • Reliable Transportation: Must have a reliable vehicle (preferably a truck or van) capable of transporting basic tools and supplies between properties.

  • Attention to Detail: A demonstrated "White Glove" mindset—the ability to spot a burnt-out bulb, a loose paver, or a slightly off-balance pool chemical level without being told.

  • Communication: Strong verbal and written English skills for professional communication with the owner and virtual assistant team.

COMPENSATION & BENEFITS

Annual Salary

$61,000 - $71,400

Benefits

Use of company vehicle

Bonus

Bonus of $500/mo is based on hitting KPIs

Schedule

Full Time, Hours vary based on schedule

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