Executive Personal Assistant for High-Profile Principal

Pocketbook Agency; Miami (FL); On-site; USD 135,000 - 165,000; Full time

Job summary

Pocketbook Agency in Miami seeks an intuitive Executive/Personal Assistant to support a high-profile principal. The role blends executive support, lifestyle management, and household coordination, requiring discretion, emotional intelligence, and proactive problem-solving.

You will manage calendars, travel, correspondence, and vendor relationships, while maintaining confidentiality and anticipating needs. The position offers a fast-paced environment, significant responsibility, and opportunities

Qualifications

• 5+ years supporting a UHNW principal or similar high-demand environment.
• Exceptional organizational and time-management skills.
• Discretion, judgment, and ability to maintain confidentiality.
• Willingness to travel internationally and work outside standard hours.

Responsibilities

• Manage dynamic calendars and meeting logistics.
• Coordinate domestic and international travel, including private aviation.
• Prepare confidential materials and briefing documents.
• Liaise with stakeholders and manage communications.
• Oversee household operations and staff coordination.
• Schedule and coordinate events, gatherings, and philanthropic engagements.
• Track expenses, budgets, and vendor payments.
• Prepare principal for travel and public appearances.

Skills

Organizational skills

Time management

Multitasking

Emotional intelligence

Discretion and confidentiality

Household staff management

Travel coordination

Job description

Executive Personal Assistant for High-Profile PrincipalTime Protector | Connector | Mission-Driven | UHNW

We are seeking an intuitive, highly organized Executive/Personal Assistant to support a high-profile principal based in Miami. This role requires exceptional discretion, emotional intelligence, and the ability to seamlessly balance business support, lifestyle management, and household coordination. The ideal candidate thrives in fast-paced environments, anticipates needs before they’re expressed, and acts as a calm, trusted right hand across all areas of the principal’s life.

Responsibilities

• Manage complex and rapidly shifting calendars, appointments, calls, and meeting logistics
• Coordinate domestic and international travel, including private aviation, hotel/villa reservations, ground transport, and detailed itineraries
• Prepare and organize correspondence, briefings, decks, and confidential materials
• Serve as liaison between the principal and internal/external stakeholders, ensuring polished communication and appropriate prioritization
• Handle personal scheduling, wellness, and beauty appointments, reservations, gifting, and special occasions
• Run errands and manage personal shopping, wardrobe coordination, and packing/unpacking for travel
• Maintain strong awareness of principal preferences and ensure continuity across environments (home, business, travel)
• Oversee daily household operations in coordination with domestic staff and property management
• Schedule vendors, maintenance, repairs, and installations across multiple residences as needed
• Track household expenses, payments, invoices, and budgets in partnership with accounting or family office
• Ensure the home environment remains organized, well-stocked, and guest‑ready at all times
• Support planning and execution of small private gatherings, dinners, philanthropic engagements, and seasonal events
• Prepare principal for travel, social engagements, appearances, and professional obligations
• Maintain proactive awareness of calendar pacing, preventing overload, and supporting balance

Requirements

• 5+ years supporting a UHNW principal, C‑suite executive, celebrity, family office, or similarly high‑demand environment
• Exceptional organizational, time‑management, and multitasking skills
• Confident communicator with high emotional intelligence and strong judgment
• Experience managing household staff and/or property vendors strongly preferred
• Valid passport; ability to travel and work outside standard hours as needed
• Discreet, polished, and able to maintain full confidentiality at all times

Schedule: Full-time with flexibility required

Compensation: Up to $150K based on experience

Location: Miami, FL