Executive Personal Assistant

Pocketbook Agency
Miami, FL

#2362


We are seeking an Executive & Personal Assistant to act as a highly trusted extension of the CEO, providing comprehensive support across a fast-moving, high-growth organization while also overseeing the day-to-day coordination of her professional and personal affairs. This role calls for exceptional organizational skills, discretion, forward-thinking, and the ability to work autonomously with strong judgment. The ideal candidate is a polished communicator with a flexible, responsive, and proactive approach, well-suited to supporting a dynamic executive. We are specifically seeking a candidate with 7–10+ years of experience, ideally within a high-growth or scaling organization (consumer-facing or brand experience is a strong plus), and a proven track record of supporting a very senior, high-performing executive, preferably a CEO, in a combined EA/PA capacity. This individual should be ambitious, highly organized, and a collaborative team player who thrives in a fast-paced, evolving environment.


Responsibilities:

  • Oversee and maintain the CEO’s calendar, managing both business and personal commitments
  • Proactively structure and manage daily and weekly schedules for the CEO and family
  • Coordinate all executive travel in close partnership with the travel team, including domestic and international flights, accommodations, ground transportation, and end-to-end logistics
  • Ensure the CEO is fully prepared for meetings by compiling, organizing, and summarizing relevant materials, presentations, and key information
  • Support daily office operations by organizing the CEO’s workspace and preparing meeting spaces
  • Prepare, submit, and track expense reports
  • Act as a central point of communication between business and personal contacts
  • Run ad hoc errands as needed and manage office and supply inventory for both the CEO’s home office and company offices
  • Serve as a strategic gatekeeper and trusted thought partner to the CEO by anticipating needs, identifying conflicts or pressure points, and proactively recommending solutions to protect time, focus, and energy
  • Oversee personal and professional gifting, important dates, and key touchpoints (birthdays, holidays, thank-yous, and special occasions)


Requirements:

  • 7–10+ years of relevant experience supporting senior-level executives in high-growth, fast-paced, or scaling environments
  • Prior experience supporting a very senior, high-performing executive (ideally a CEO) in an EA/PA capacity is required
  • Experience within a high-growth consumer brand or rapidly scaling organization is strongly preferred
  • Bachelor’s degree required
  • Strong “no task too big or too small” mentality with a positive, solutions-oriented attitude
  • Advanced proficiency in Microsoft and Google Suites, iCloud/iCal (Slack and Asana a plus)
  • Exceptional ability to anticipate needs and plan several steps ahead
  • Polished communication skills, sound decision-making, and consistent professionalism
  • Proven discretion and ability to manage confidential and sensitive information
  • Highly adaptable, collaborative team player with strong ambition and a desire to grow within the role


Location: On-site daily in Miami, FL (must be able to travel internationally as needed)


Salary: Up to $160K DOE + excellent benefits