Personal Assistant to the CEO – Execution-Focused & Detail-Driven

washingtonco· Operations Department
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📍 Upper Marlboro, Maryland, United StatesFull Time

About this role

Overview

This is not a traditional assistant role.


We are seeking a high-level Executive Assistant to serve as the right-hand to the CEO. This individual must be proactive, detail-oriented, and able to think ahead without direction.


The right candidate anticipates needs, takes ownership, and ensures both personal and professional priorities run seamlessly.


What Success Looks Like

  • Problems are solved before they reach the CEO
  • The CEO is always prepared and never rushed
  • Details are handled without follow-up
  • The assistant operates independently and brings solutions

Key Responsibilities

  • Own and manage the CEO calendar (business + personal integration)
  • Anticipate conflicts and resolve proactively
  • Prepare the CEO for meetings, travel, and events
  • Coordinate travel, logistics, and event planning
  • Manage vendors and follow up without reminders
  • Oversee household and personal operations
  • Act as a gatekeeper and protect the CEO's time

Required Experience (NON-NEGOTIABLE)

  • 5+ years supporting a CEO, founder, or senior executive
  • Experience managing complex schedules independently
  • Proven examples of anticipating needs without direction
  • Experience in fast-paced or high-demand environments

Important – Read Before Applying

This role is NOT for someone who:

  • Needs step-by-step direction
  • Waits to be told what to do
  • Has only administrative or organizing experience

Application Requirement (MANDATORY)

Include responses to:

  1. Tell me about a time you anticipated a need before being asked.
  2. How do you ensure nothing is missed when managing multiple priorities?


Applications without responses will not be considered.

    Frequently Asked Questions

    Is the salary disclosed for the Personal Assistant to the CEO – Execution-Focused & Detail-Driven position at washingtonco?
    The salary for this Personal Assistant to the CEO – Execution-Focused & Detail-Driven role at washingtonco is not publicly listed. Click "Apply Now" to learn more about the compensation package on their official careers page.
    Where is the Personal Assistant to the CEO – Execution-Focused & Detail-Driven position at washingtonco located?
    This Personal Assistant to the CEO – Execution-Focused & Detail-Driven role at washingtonco is based in Upper Marlboro, Maryland, United States. The position is listed as on-site or hybrid. Check the full job description or apply directly to confirm the work arrangement.
    Is the Personal Assistant to the CEO – Execution-Focused & Detail-Driven role at washingtonco full-time or part-time?
    This is listed as a Full Time position. It is posted as a Personal Assistant to the CEO – Execution-Focused & Detail-Driven role in the Operations Department department at washingtonco.
    Which team or department does the Personal Assistant to the CEO – Execution-Focused & Detail-Driven at washingtonco belong to?
    This Personal Assistant to the CEO – Execution-Focused & Detail-Driven position is part of the Operations Department department at washingtonco. See the full job description for more information about the team structure and responsibilities.
    How do I apply for the Personal Assistant to the CEO – Execution-Focused & Detail-Driven position at washingtonco?
    Click the "Apply Now" button on this page. You will be redirected to washingtonco's official application portal hosted on bamboohr where you can submit your application directly.
    When was the Personal Assistant to the CEO – Execution-Focused & Detail-Driven job at washingtonco posted?
    This Personal Assistant to the CEO – Execution-Focused & Detail-Driven position at washingtonco was posted on Jul 7, 2025. Apply as soon as possible — early applications are often reviewed first.
    Personal Assistant to the CEO – Execution-Focused & Detail-Driven
    washingtonco
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    You'll be redirected to washingtonco's official application page on bamboohr.