Executive Personal Assistant to UHNW Family Job at Pocketbook Agency, Kauai County, HI

amVGZGVHYThXZlVBeUNBZnFZU3pWcTlpMlE9PQ==
  • Pocketbook Agency
  • Kauai County, HI

Job Description

JRN: 2083

An active and entrepreneurial UHNW family of five is seeking a highly capable and emotionally intelligent Executive Personal Assistant to work closely with their long-standing family manager, with the goal of taking over the role entirely by January 2026. This is a dynamic, hybrid role that blends personal support, household operations, and executive-level coordination in a fast-paced, private home environment. The position requires a high degree of discretion, flexibility, emotional intelligence, and initiative.

Requirements:

  • 3+ years of experience in private service, executive assistant, or household management roles
  • Emotionally intelligent, discreet, proactive, and calm under pressure
  • Strong organizational and multitasking skills; comfortable managing up
  • Experience working in dynamic family environments
  • Tech-savvy and familiar with tools for scheduling, document sharing, and household operations
  • Flexible and open to a fluid schedule with occasional evening or weekend needs
  • Travel required, international and domestic
  • No formal office; candidate must be comfortable working from a home environment

Responsibilities:

  • Provide seamless administrative and personal support to the principals
  • Manage family calendars, appointments, and travel logistics (domestic and international)
  • Coordinate and liaise with attorneys, charities, vendors, and private service providers
  • Handle household payroll, invoice processing, and light financial administration
  • Oversee and collaborate with household staff, including nannies, property manager, and vendors
  • Support with errands, light household tasks, and children’s needs as needed
  • Book and manage complex travel itineraries, accommodations, and related logistics
  • Maintain documentation, communications, and scheduling for the principals' various projects and engagements
  • Occasionally travel with the family to assist with on-the-ground coordination and support
  • Handle special projects with the utmost confidentiality and care

Schedule: 24/7 mentality required

Compensation: Up to $100K BOE, healthcare stipend, PTO

Location: Primarily based in Hawaii, with travel and partial remote flexibility

Job Tags

Work from home, Flexible hours, Afternoon shift,

Similar Jobs

Insight Global

Dentist Job at Insight Global

 ...pre-credentialed only Comfort with pediatric patients and developmentally disabled children (Some kids may have things like Autism or ADHD) Willing to work with some pregnant patients Team-oriented, community-focused Willing to assist occasionally... 

24 Seven Talent

Creative Project Manager Job at 24 Seven Talent

 ...Project Manager Full-Time | Hybrid (3 days on-site) Youre the one who brings order to the chaos. Whether its building timelines...  ...a highly organized and collaborative Project Manager to guide creative and marketing projects from concept through execution. Youll... 

Expedient Staffing Solutions, Inc

Water Treatment Operator Job at Expedient Staffing Solutions, Inc

 ...Industrial Groundwater Treatment Facility Operator Responsibilities: Inspect and...  ...mobile equipment. Coordinate and oversee plant workers involved in routine operations and...  ...multimedia filtration systems, centrifugal and chemical feed pumps, air-operated diaphragm pumps,... 

Softworld, a Kelly Company

Mechanical Assembly Technician - 305 Job at Softworld, a Kelly Company

 ...Job Title : Mechanical Assembly Technician Job Location: Nashville TN 37210 Onsite Requirements: Assembly of equipment per mechanical drawings. Ensure that changes and problems get documented and communicated. Carry out assigned tasks with minimum... 

Embraer

Aircraft Painter Job at Embraer

 ...POSITION SUMMARY Aircraft Painter is in charge of aircraft and its sub-assemblies painting and sealing process including surface...  ...coatings, using spatula or power mixing equipment. Perform spraying of base and top coatings assuring compliance with technical and...