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

ZTE4VHh5U29SVCs1Umt1SXNva09ta3RwK2c9PQ==
  • 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

Remote job, Work from home, Flexible hours, Afternoon shift,

Similar Jobs

CHG Healthcare

Family Medicine Physician Opening in Malone, New York Job at CHG Healthcare

 ...history of the region. As the premier staffing agency with unmatched capabilities and scale, CompHealth...  ...week Choose between 5-day or 4-day work week options Outpatient-focused...  ...Option to complete administrative work from home FQHC setting serving a diverse... 

ROC Real Estate Partners

Albuquerque Real Estate Agent Job at ROC Real Estate Partners

 ...Job Description Your Opportunity Are you a driven agent ready to make your mark in the luxury real estate sector? We are looking for a dynamic, perceptive,...  ...mastering scripts, systems, and standards Strong time-blocking and time management skills A true team... 

IW Group

Creative Director Job at IW Group

 ...Join to apply for the Creative Director role at IW Group Inc. Join to apply for the Creative Director role at IW Group Inc. Get AI-powered advice on this job and more exclusive features. This range is provided by IW Group Inc.. Your actual pay will be... 

Ambrosia QSR

Assist Mngr Trainer East Hill Burger King Job at Ambrosia QSR

Assistant Manager Position Overview The Assistant Manager role at Ambrosia QSR supports the overall operations of a single restaurant. Assistant Managers must have open availability, work full-time, and be scheduled to work shifts that complement the General ...