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

TTdKbnhYNXFwV1J3WGFsMnBaNzBNVzNJM2c9PQ==
  • 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

Myticas Consulting

System Administrator - VMware & Automation Specialist (32373) Job at Myticas Consulting

 ...currently posses a valid Government of Canada Security Clearance and the SECRET level. The candidate must demonstrate experience in VMware environments, infrastructure automation, and scripting to support a large-scale, multi-tiered production environment. The ideal... 

GardaWorld Security Services U.S.

Surveillance Security Officer Job at GardaWorld Security Services U.S.

 ...Job Description: GardaWorld Security Services is Now Hiring a Surveillance Security Officer! Ready to suit up as a Surveillance Security Guard? What matters most about a role like this is your sharp eye, capturing every detail as you scan a series of screens... 

Tekdoors

Mobile QA Tester Job at Tekdoors

 ...Job Title: Mobile QA Tester Location: NYC, NY Contract Type: 12 Months Contract, W2 Requirements : ~8+ years of experience in Mobile QA (iOS & Android)~ Experience with tools like Appium, XCUITest, Espresso, or similar ~ Strong understanding of QA methodologies... 

Methodist Hospital

Registered Nurse (RN) - Hiring Now! Job at Methodist Hospital

 ...the growth and development of our future nurses! The Methodist Healthcare Nurse...  ...long program designed to give you hands-on experience to help establish valuable clinical and...  ...No previous experience needed Some travel maybe needed for training Methodist... 

Challenger Sports

Challenger Sports TinyTykes Soccer Coach Job at Challenger Sports

 ...part-time working hours and the opportunity to work in a rewarding and fun environment. Classes typically take place at preschools and sport complexes and run for 8 week blocks.TinyTykes are looking for coaches to begin working throughout the year for an 8 week block of...