Executive Personal Assistant; Remote

This opportunity is offered by a private individual seeking an exceptional Executive Personal Assistant (EPA) to provide comprehensive, discreet, and highly professional support across both personal and business matters. The principal maintains a dynamic, high-standard lifestyle requiring a trusted right hand who can operate with the utmost confidentiality and impeccable judgment. The environment is fast-paced and full-charge, demanding a poised, detail-oriented, and adaptable professional who thrives in managing complex schedules and diverse responsibilities.

This role offers a unique chance to become an indispensable partner in a long-term, career-oriented capacity.

The Executive Personal Assistant will serve as the primary point of contact and support for the principal, managing a wide range of personal and professional tasks. This fully remote position requires availability during Monday to Friday core hours, with occasional weekend or evening commitments for special events or travel. The candidate must be willing to travel 2 to 3 times annually to Kauai, Hawaii, for approximately five days each trip to provide in-person assistance.

Responsibilities include managing complex calendars, coordinating travel, organizing events, overseeing procurement and vendor relationships, and handling confidential information with discretion. The successful candidate will anticipate needs proactively, solve problems efficiently, and maintain seamless communication between the principal and various stakeholders.

• Bachelor’s degree strongly preferred
• 2 to 5+ years of experience as an Executive Assistant, Personal Assistant, Chief of Staff, or in a similar role supporting a high-net-worth individual or C-suite executive
• Exceptional organizational, time-management, and problem-solving skills
• Absolute discretion and proven ability to handle sensitive and confidential information
• Highly proficient in Microsoft Office and Google Workspace; ability to quickly learn new tools and software
• Outstanding written and verbal communication skills
• Ability to work flexibly across different time zones and maintain composure under pressure
• Valid passport and willingness to travel to Hawaii 2-3 times per year

• Serve as the primary liaison between the principal, household staff, vendors, service providers, and external partners
• Manage a complex and constantly evolving calendar, scheduling appointments, meetings, and personal engagements with precision
• Plan and coordinate seamless domestic and international travel arrangements, including flights, ground transportation, luxury accommodations, visas, and detailed itineraries
• Organize private dinners, social gatherings, and special events by coordinating with chefs, florists, caterers, entertainers, and other high-end vendors
• Oversee personalized gifting, high-end procurement, and bespoke purchasing activities
• Maintain household and office inventories, procure supplies, and manage vendor relationships effectively
• Handle invoice approval, expense tracking, and vendor vetting for property maintenance and services
• Anticipate the principal’s needs and resolve issues discreetly and efficiently

• Competitive salary commensurate with experience
• Comprehensive health insurance coverage
• Generous paid vacation and sick leave
• 401(k) retirement plan with employer contributions
• Performance-based bonus opportunities
• Fully covered annual travel to Hawaii, including flights, luxury accommodations, ground transportation, and per diem expenses

We are an equal opportunity employer committed to fostering an inclusive and diverse work environment. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability status, protected veteran status, or any other characteristic protected by applicable law.