The Calendar Group

Family Assistant/Nanny- Sag Harbor

Sag Harbor, NY - Full Time

A family in Sag Harbor is seeking a reliable, long-term Family Assistant/Nanny to support both childcare and household operations. This is a hands-on, hybrid role requiring an organized, proactive, and engaging candidate who can serve as a true right-hand to the family. The ideal candidate is energetic and enjoys spending time outdoors, actively engaging with two school-aged boys through play and activities.

Responsibilities

  • Provide after-school childcare for two boys, including school pickup and activity support
  • Engage children in active, outdoor play (sports, yard play, basketball, etc.)
  • Maintain a structured, positive, and nurturing environment
  • Assist with household organization and day-to-day operations
  • Run errands including dry cleaning, returns, and grocery shopping/ordering
  • Handle personal assistant tasks such as gift wrapping and reservations
  • Drive children to and from school, activities, and appointments
  • Coordinate household needs and work alongside existing staff
  • Pack/unpack and support family travel as needed
     

Qualifications

  • 5+ years of relevant experience in a similar role
  • Energetic, engaging, and genuinely enjoys working with school-aged children
  • Strong organizational and multitasking skills
  • Tech-savvy and comfortable with basic computer-based tasks
  • Valid driver’s license with a clean driving record
  • Must be willing and able to travel (passport-ready for international travel)
  • Seeking a long-term position

Schedule: Monday - Friday, 12:00pm/2:00pm - 8:00pm (Client is flexible with start time depending on candidates availability)


 
Apply: Family Assistant/Nanny- Sag Harbor
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