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Pocketbook Agency

Executive Personal Assistant to Busy CEO

Pocketbook Agency, New York, New York, us, 10261

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We are looking for 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 skill, 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. OPEN TO CANDIDATES INTERESTED IN RELOCATING TO MIAMI.

Key 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, 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).

Qualifications

8–10+ years of relevant experience supporting senior‑level executives in high‑paced, complex environments

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, with the ability to think creatively and propose solutions as priorities evolve

Extremely organized and detail‑driven

Location:

on site daily in Miami, Fl.

Salary:

up to $160k DOE, excellent benefits! RELOCATION ASSISTANCE AVAILABLE.

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