Executive Housekeeper for UHNW Family Job at Oceanside Staffing, Naples, FL

  • Oceanside Staffing
  • Naples, FL

Job Description

This is a newly elevated Executive Housekeeper role designed for a natural leader—someone who thrives in structure, sets impeccable standards, and leads by example. You will oversee daily housekeeping operations, elevate deep-cleaning standards, manage inventory and administrative systems, and ensure the home is always guest-ready.

This position requires confidence, discretion, adaptability, and the ability to remain calm and effective in a high-expectation environment.

THE HOUSEHOLD
  • Formal private residence | 22,000 sq. ft.

  • Two boys, ages 9 & 12

  • Family in residence approximately 8 weeks per year

  • Established household team in Naples including: Estate Manager, two full-time housekeeper, groundskeeper, personal assistant, and seasonal butler support

  • Strong collaboration with a London-based team

SCHEDULE

While family is in residence:

  • Up to 60–70 hours/week

  • Rotational coverage with one day off per week

While family is out of residence:

  • Monday–Friday

  • Approximately 30–40 hours/week

KEY RESPONSIBILITIES
  • Oversee and elevate all housekeeping operations
  • Supervise and support two full-time Housekeepers
  • Establish, maintain, and improve deep-cleaning standards
  • Laundry management from start to finish, including fine garments and linens
  • Care for fine surfaces, artwork, décor, and custom items
  • Inventory management and household ordering
  • Create and maintain housekeeping manuals, checklists, and systems
  • Vendor supervision (including construction-adjacent projects)
  • Guest-ready preparation at all times
  • Travel packing/unpacking when needed
  • Organize closets, pantries, and storage areas (including donation/sales coordination)
  • Outdoor housekeeping support (pool house, towels, umbrellas, etc.)
  • Assist with childcare supervision or driving to/from activities, as needed
  • Assist with service when the family is in residence, as needed
  • Confident use of technology, apps, and communication platforms
IDEAL CANDIDATE
  • 2–5+ years experience as an Executive Housekeeper or senior-level Housekeeper
  • Five-star hotel, luxury estate, or UHNW household experience
  • Strong administrative and organizational skills
  • Respects established systems while contributing idea
  • Thinks ahead and anticipates need
  • Creates solutions—not problems
  • Confident leader who can manage personalities and de-escalate when needed
  • Fluent English required; Spanish a strong plus
  • Calm, patient, proactive, and highly detail-oriented
  • Not intimidated by strong personalities or formal environments
COMPENSATION & BENEFITS
  • $100,000+ annually, DOE
  • 2 weeks PTO (not taken while family is in residence)
  • Summer flexibility when family is away
  • Vehicle provided for work-related duties
  • Lunch provided when family is in residence
  • Medical stipend TBD, Relocation assistance TBD
WHY THIS ROLE IS SPECIAL

If you are a confident, detail-driven Executive Housekeeper who thrives in a fast-paced, high-expectation environment—and you’re excited by the idea of building structure, leading a team, and working alongside a respected estate manager—this role offers longevity, respect, and the chance to be part of something exceptional. The right person won’t just maintain this home—they’ll help set the standard.

Job Tags

Full time, Summer work, Seasonal work, Relocation package, Monday to Friday, 1 day per week

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