Discreet Montecito Estate Caretaker & Companion

A private principal in Montecito is seeking an experienced, hands-on Property Caretaker / Companion to oversee the maintenance and care of a primary residence and provide thoughtful, day-to-day support. This is a unique opportunity for a polished and emotionally intelligent professional, particularly someone with a background in special education, psychology, or a related field, who is looking to transition into a meaningful and dynamic private service role. This position offers the chance to work in a peaceful, refined environment while playing an integral role in maintaining a beautiful home and supporting the principal’s daily life with discretion, care, and professionalism. Residences Primary residence: 6,000 sq. ft. home in Montecito, CA Family & Staff Executive principal with extended family Weekly housekeeper Landscaper Pool maintenance Handyman Specialty cleaning vendors Key Responsibilities Property Care & Maintenance Manage preventative maintenance schedules and perform general repairs Oversee vendors and maintain all household systems (HVAC, electrical, plumbing, smart home) Conduct regular property inspections and address maintenance needs Maintain supplies, deliveries, and organization of storage, garage, and utility areas Care for outdoor spaces, equipment, and seasonal items Companion & Household Support Provide thoughtful daily support to the principal Run errands and assist with pet care Maintain vehicles, including cleaning and servicing Assist with light household tasks and general organization Qualifications & Ideal Profile Experience in a similar caretaker or estate role with strong references Background in education, psychology, or a related field preferred Mechanically inclined with knowledge of home systems and technology Professional, discreet, and detail-oriented Strong judgment, organization, and ability to work independently Experienced in managing vendors and adaptable to changing needs Pet-friendly with a valid driver’s license and legal authorization to work in the U.S. Schedule & Travel Full-time, generally Monday–Friday, 8:00 AM – 4:00 PM Flexibility required for evenings, weekends, and travel Compensation & Benefits Compensation: $55 – $75 per hour or $140,000 – $160,000 annually, commensurate with experience Paid time off (vacation, personal, sick) Health insurance or reimbursement Standard paid holidays This is a rare opportunity for a dedicated professional seeking a long-term role in a refined private home, where attention to detail, discretion, and care are deeply valued. To Apply: Please apply at for consideration; if already on our job board, click Apply Now. Qualified applicants will be contacted. #J-18808-Ljbffr