Executive Personal Assistant

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.

• 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.

• 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.

• 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.

• 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.

• 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.