UHNW Executive PA - Strategic Partner & Travel Planner

And Simple ApS; Naples (FL); Hybrid; USD 120,000 - 180,000; Full time

Benefits offered by this job

Comprehensive Healthcare

Discretionary Bonus

Job summary

And Simple ApS is seeking an Executive Personal Assistant to support a UHNW entrepreneurial principal in Naples, FL, in a hybrid arrangement. The role requires strategic thinking, discretion, and polished communication as you manage calendars, travel, and high-trust tasks.

You will draft correspondence, optimize processes with AI, coordinate property management, and oversee complex schedules with meticulous attention to detail. Bachelor's degree and 5+ years in similar environments are expected.

Qualifications

• Bachelor’s degree required.
• 5+ years supporting a high-net-worth principal or family office.
• Strong written and verbal communication skills.
• Proficient with Microsoft Office; comfortable using AI to improve processes.
• Ability to run projects from start to finish and handle sensitive information.

Responsibilities

• Manage calendar, travel, meetings, and information flow for the principal.
• Draft correspondence and plan reservations for meals and events.
• Coordinate domestic and international travel with detailed itineraries.
• Oversee multiple properties and household staff in Naples.
• Handle personal tasks, errands, registrations, and expenses.
• Lead ad hoc projects with discretion and strategic thinking.

Skills

Communication

Project management

Discretion

Emotional intelligence

Organizational skills

Ambiguity handling

High touch service

Microsoft Office

AI literacy

Multitasking

Education

Bachelor’s degree

Tools

Microsoft Office Suite

AI tools

Job description

And Simple ApS is seeking an Executive Personal Assistant to support a UHNW entrepreneurial principal in Naples, FL, in a hybrid arrangement. The role requires strategic thinking, discretion, and polished communication as you manage calendars, travel, and high-trust tasks.

You will draft correspondence, optimize processes with AI, coordinate property management, and oversee complex schedules with meticulous attention to detail. Bachelor's degree and 5+ years in similar environments are expected.