Executive Assistant to CEO (High-Level / Proactive 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: Tell me about a time you anticipated a need before being asked. How do you ensure nothing is missed when managing multiple priorities? Applications without responses will not be considered.

Job Type:

Full-time Pay:

$80,000.00 - $95,000.00 per year

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:

In person