Executive Personal Assistant – UHNW Private Family

Location: Greenwich, Connecticut
Salary: $180,000 - $280,000
Schedule: Full-time | Flexibility required outside standard business hours

We are seeking an exceptional Executive Personal Assistant to support a prominent UHNW family based in Greenwich, Connecticut. Working primarily with the female Principal, while also providing executive and personal support to her husband, this is a highly involved position requiring outstanding organizational skills, emotional intelligence, discretion, and the ability to operate seamlessly within a fast-paced private environment.

The family has recently relocated internationally and is establishing its life in Connecticut. The successful candidate will play a key role in bringing structure, efficiency, and organization to the family's personal and domestic affairs, overseeing complex schedules, international travel, household operations, and a variety of ongoing projects.

The female Principal is energetic, outgoing, and highly engaged in her personal, family, and entrepreneurial interests. She is seeking a proactive, thoughtful, and resourceful individual who can anticipate requirements, present considered solutions, and confidently manage competing priorities with minimal direction.

This is an opportunity for an experienced Executive Personal Assistant who genuinely enjoys creating order, thrives in a dynamic environment, and takes pride in delivering an exceptional level of support.

Key Responsibilities

Executive & Personal Support

• Provide comprehensive personal and executive assistance to the female Principal, alongside additional calendar and administrative support to the male Principal.

• Manage highly complex and frequently changing calendars across multiple time zones using Google Workspace.

• Coordinate personal and family appointments, social engagements, reservations, and day-to-day commitments.

• Anticipate needs, identify potential challenges, and proactively present thoughtful solutions and recommendations.

• Manage personal correspondence, sensitive information, and confidential family matters with absolute discretion.

• Liaise with the Principals' wider professional support network to ensure seamless coordination between personal and business commitments.

Household & Lifestyle Management

• Oversee day-to-day household requirements, ensuring the smooth running of the family's residences and personal affairs.

• Coordinate household staff, including housekeepers, tutors, cooks, and other domestic service providers.

• Establish and maintain effective household systems, including staff schedules, wardrobe management, gifting, household inventories, and important personal records.

• Manage personal errands, purchases, appointments, and lifestyle requirements, taking a proactive and hands-on approach.

• Coordinate with external vendors, contractors, and service providers, ensuring consistently high standards of service.

• Implement practical systems and processes to improve organization, communication, and efficiency across the family's household operations.

Travel, Events & Special Projects

• Plan and execute complex domestic and international travel for the Principals and their family, including flights, visas, accommodations, ground transportation, and detailed itineraries.

• Manage last-minute travel changes and evolving requirements with confidence and efficiency.

• Organize private events, family celebrations, social engagements, and entertaining, overseeing all aspects of planning and execution.

• Coordinate residential projects and property improvements across multiple locations, liaising with designers, contractors, and vendors while monitoring timelines, progress, and potential issues.

• Support selected personal, entrepreneurial, and philanthropic projects as required.

Systems, Technology & Organization

• Develop and maintain effective organizational systems across the family's residences, schedules, and personal affairs.

• Utilize Google Workspace, CRM platforms, expense management systems, and other digital tools to streamline operations.

• Proactively identify opportunities to introduce AI and emerging technologies to improve productivity and efficiency.

• Ensure information, records, and ongoing tasks are accurately maintained and easily accessible to the appropriate members of the family's support team.

Candidate Requirements

• Minimum of 8 years' experience as a Personal Assistant or Executive Personal Assistant supporting UHNW individuals, private families, entrepreneurs, or senior executives, with significant exposure to private household operations.

• Experience spanning both corporate and private household environments is highly desirable.

• Exceptional organizational and time management skills, with the ability to bring structure to complex, fast-moving environments.

• Highly proactive, intuitive, and capable of anticipating needs while operating independently with minimal supervision.

• Strong emotional intelligence, excellent interpersonal skills, and the confidence to establish a productive working relationship with dynamic and demanding Principals.

• A calm, adaptable, and solutions-focused approach, with the ability to manage ambiguity and frequently changing priorities.

• Excellent judgment, with the ability to present well-considered options and recommendations while remaining flexible and objective.

• Proven experience managing complex international travel, private events, household operations, and projects from inception through completion.

• Advanced proficiency in Google Workspace, CRM platforms, and digital productivity tools, with a genuine interest in leveraging AI and emerging technologies.

• A naturally service-oriented mindset, exceptional attention to detail, and a willingness to take ownership of tasks at every level.

• Absolute integrity, discretion, and confidentiality, with a strong understanding of the expectations of working within a UHNW private household.

• A culturally adaptable, globally minded individual who is comfortable operating across international environments.

• Bachelor's degree preferred.

• Spanish language proficiency would be advantageous.

• Must be based within convenient commuting distance of Greenwich, Connecticut, ideally within approximately 20 minutes, and comfortable working across private residences and office environments.

• Flexibility to accommodate occasional travel and evening or weekend requirements, with a high level of responsiveness when needed.