Temporary Personal/Family Assistant- Greenwich, CT

The Calendar GroupGreenwixh, CT
Onsite

About The Position

A private family in Greenwich, Connecticut is seeking an experienced and highly resourceful Temporary Family Assistant / Personal Assistant to provide support during current employees maternity leave. The ideal candidate will be comfortable managing a dynamic schedule, coordinating travel and appointments, handling reservations, supporting children's activities, and responding to last-minute changes. The contract will be from October through February.

Requirements

  • Strong experience with calendar management and scheduling.
  • Comfortable booking flights, hotels, transportation, restaurants, and other reservations.
  • Excellent organizational skills and attention to detail.
  • Highly responsive, proactive, and resourceful.
  • Able to pivot quickly and confidently when plans change.
  • Strong judgment and discretion when working in a private household.
  • Excellent communication and follow-through.
  • Proficiency with Outlook and standard office/calendar technology.
  • Comfortable around children and dogs.
  • Valid driver's license, clean driving record, and willingness to drive when needed; a household vehicle will be available.

Responsibilities

  • Manage and coordinate family calendars, appointments, and schedules.
  • Arrange and oversee travel logistics, including flights, hotels, ground transportation, and reservations.
  • Make restaurant and other personal reservations, including last-minute requests and changes.
  • Coordinate vendors, tutors, service providers, and household appointments.
  • Review vendor invoices and submit them to the bookkeeping team for processing.
  • Assist the principal with children's activities, playdates, extracurriculars, and scheduling.
  • Coordinate upcoming seasonal activities and ensure schedules are accurately reflected on the family calendar.
  • Follow up with family members and service providers to ensure outstanding items are completed.
  • Provide occasional assistance with school pickup or other family logistics when an unexpected need arises.
  • Handle occasional weekend requests related to travel or reservations.
  • Maintain clear, professional communication with the principals via WhatsApp, email, and other channels.
  • Anticipate needs and proactively resolve logistical issues.
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