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

V1dhVjhuYjRMTnRVUUpxWGFIVnVyaHVkQXc9PQ==
  • 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

The University of Chicago

Senior Biostatistician Job at The University of Chicago

 ...data; social networks; and statistical methods to assess the genetic and molecular basis of disease. Job Summary The Senior Biostatistician will be responsible for assisting investigators in the design of both basic science and clinical studies, for assisting in the... 

Harper Associates

Restaurant General Manager Job at Harper Associates

 ...Restaurant General Manager Venue by 4M Ann Arbor Harper Associates has been retained for this search. Venue by 4M restaurant / bar is a unique hospitality concept created by 4M Consolidated Brands. Venue is a gathering place for the Ann Arbor community, welcoming... 

Yale University

Biostatistician Job at Yale University

 ...Digestive Diseases at Yale School of Medicine, is recruiting one highly motivated bioinformatics/molecular epidemiology master level biostatistician to begin late Spring/Summer 2025. The successful candidate will work primarily with Dr. Louise Wang on identifying high risk... 

Soiltech Wireless, Inc.

Customer Success Manager (Ag-Tech) Job at Soiltech Wireless, Inc.

 ...growing agtech company based in Idaho, is looking for a motivated Customer Success Managerto join its team. This person will help build...  ...concepts clearly and concisely Understanding of service and product. Our employees receive competitive base salary... 

Glodom Language Solutions Co., Ltd.

Native Translator:English to Japanese/ Korean(Remote) Job at Glodom Language Solutions Co., Ltd.

Requirements Native in Japanese/ Korean Degree in translation, interpretation, language studies, or related field Experience in translation, interpretation, localization Curious, quick learner (enjoy learning how things work), and attentive to details Flexible...