Executive Assistant to CEO (High-Level / Proactive Role)

Join Our Team at Washington & Co Inc.

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

Benefits:

  • 401(k)
  • 401(k) matching
  • Dental insurance
  • Health insurance
  • Paid time off
  • Professional development assistance
  • Tuition reimbursement
  • Vision insurance

Ability to Commute:

  • Upper Marlboro, MD 20772 (Required)
  • Work Location: Onsite

Next Steps

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.

Ready to take the next step in your accounting career? Great! Here’s how to join us:

  • Submit your application – make sure your resume highlights why you’re a perfect fit.
  • Initial screening interview via Zoom (45 minutes).
  • Interview with the CEO via Zoom (30 minutes)
  • Final interview and offer discussion.

We’re looking forward to meeting you and seeing how you’ll make an impact on our team.

Executive Assistant to CEO (High-Level / Proactive Role)

16701 Melford Blvd, Suite 400
Bowie, MD 20715

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