Lifestyle Personal Assistant

High-profile entrepreneurial family is seeking an experienced Personal Assistant to support their day-to-day personal and lifestyle operations. Reporting directly to the principals, this is a high-touch role for someone who is exceptionally proactive, organized, discreet, and comfortable managing complex logistics with minimal oversight. The ideal candidate is someone who naturally stays ahead of the principals, creates structure in a fast-moving environment, and takes ownership without needing to be asked. Calm under pressure, highly resourceful, and focused on reducing the principals’ mental load through thoughtful, proactive support. Key Responsibilities Provide day-to-day personal and lifestyle support to the principals Manage complex domestic and international travel, including private/commercial flights, hotels, ground transportation, and multi-stop itineraries Anticipate and proactively plan for birthdays, anniversaries, recurring travel, events, and other personal milestones Coordinate travel and logistics Monitor calendars, identify potential conflicts, and proactively resolve issuesMaintain consistent follow-up with the principals, vendors, and other stakeholders to keep decisions and logistics moving Ensure personal logistics are executed seamlessly, often without detailed direction Ideal Candidate Significant experience supporting UHNW and/or high-profile principals and families Prior experience in a true Personal Assistant capacity required Strong background managing complex, high-touch travel and lifestyle logistics Highly proactive with a natural ability to anticipate needs and think several steps ahead Strong communicator with excellent follow-through and sound judgment Comfortable supporting a dynamic lifestyle with evolving priorities and occasional needs outside traditional business hours Familiarity with luxury service standards and high-profile event logistics preferred Compensation $140k Location Miami Schedule 24/7 mindset required #J-18808-Ljbffr Pocketbook Agency