Executive Personal Assistant

Michael Aaron Staffing, LLC; Boca Raton (FL); Hybrid; USD 65,000 - 85,000; Full time

Job summary

Michael Aaron Staffing, LLC is seeking a highly organized Traveling Executive Personal Assistant to support a dynamic CEO. This multifaceted role involves managing complex schedules, coordinating travel, and handling both professional and personal responsibilities.

The ideal candidate will have 5+ years of experience in supporting executives, possess strong organizational skills, and maintain confidentiality while ensuring a smooth workflow. This position involves frequent travel and requires flexibility and discretion.

Qualifications

• 5+ years of experience supporting a C-Level Executive.
• Proven ability to manage complex calendars and travel arrangements.
• Strong organizational and multitasking skills.

Responsibilities

• Manage and maintain the CEO's complex calendar.
• Coordinate and prioritize daily activities.
• Screen communications and act as a liaison.
• Prepare meeting materials and agendas.
• Arrange and manage travel itineraries.

Skills

Support for C-Level Executive

Calendar Management

Travel Coordination

Organizational Skills

Communication Skills

Problem Solving

Tools

Microsoft Office Suite

Google Workspace

Travel Booking Platforms

Job description

Traveling Executive Personal Assistant to CEO

Michael Aaron Staffing has partnered with a multifaceted Real Estate development company seeking a highly organized, proactive, and resourceful Traveling Executive Personal Assistant to provide comprehensive support to a dynamic CEO. This role requires exceptional attention to detail, discretion, flexibility, and the ability to manage both professional and personal responsibilities in a fast-paced environment.

The ideal candidate will be comfortable traveling frequently, managing complex schedules, coordinating domestic travel, handling confidential matters, and serving as a trusted right hand to the CEO.

This position is ideal for a highly polished Executive Assistant who enjoys variety, travel, and serving as a trusted partner to a busy CEO in both professional and personal capacities.

Key Responsibilities

Executive Support

• Manage and maintain the CEO's complex calendar, including scheduling meetings, appointments, and events.
• Coordinate and prioritize daily activities to maximize efficiency and productivity.
• Screen communications and serve as a liaison between the CEO and internal/external stakeholders.
• Prepare meeting materials, agendas, presentations, and correspondence.
• Track action items and ensure timely follow-up on commitments and deadlines.
• Maintain organized records, files, invoices, budget tracking, and expense reports.
• Manage sensitive information while maintaining the highest level of confidentiality.

Travel Coordination

• Arrange and manage detailed travel itineraries.
• Coordinate flights, hotels, ground transportation, dining reservations, and event logistics.
• Travel alongside the CEO as needed to provide on‑site support.
• Anticipate and resolve travel‑related issues proactively.
• Maintain flexibility to accommodate last‑minute schedule changes.

Personal Assistant Responsibilities

• Manage personal appointments, household vendors, and personal calendars.
• Assist with personal errands, reservations, and lifestyle management tasks.
• Handle confidential personal and business matters with discretion.
• Support special projects and miscellaneous requests as assigned.

Qualifications

• 5+ years of experience supporting a C‑Level Executive, CEO, Entrepreneur, or High‑Net‑Worth Individual.
• Previous experience as an Executive Assistant, Personal Assistant, or Chief of Staff preferred.
• Proven ability to manage complex calendars and extensive travel arrangements.
• Strong organizational and multitasking skills with exceptional attention to detail.
• Excellent written and verbal communication skills.
• Ability to anticipate needs and solve problems independently.
• High level of professionalism, discretion, and confidentiality.
• Proficiency with Microsoft Office Suite, Google Workspace, and travel booking platforms.

Preferred Traits

• Highly adaptable and thrives in a fast‑paced environment.
• Strong sense of urgency and ownership.
• Resourceful, proactive, and solution‑oriented.
• Comfortable balancing both business and personal support responsibilities.
• Able to remain calm under pressure and manage competing priorities.
• Positive attitude with a service‑oriented mindset.

If you or someone in your network may be interested in learning more, please reach out directly for a confidential conversation.