We are seeking a strategic, highly proactive Executive Assistant to partner directly with the CEO in both professional and personal domains.
This is not a traditional, reactive support role.
The ideal candidate is a critical thinker, problem-solver, and relationship manager who acts as an extension of the CEO—anticipating needs, making decisions independently, and building systems that increase efficiency and protect the CEO’s focus.
This is a high-trust, high-autonomy role ideal for someone who thrives in a fast-paced, high-impact environment.
You’ll be entrusted with sensitive information, complex tasks, and the freedom to take initiative.
Key Responsibility Proactively manage the CEO's complex calendar, appointments, meetings and travel. Draft, edit and respond to communications, including email and written correspondence Monitor key action items, flag priorities and follow through to completion without being asked. Serve as a gatekeeper and filter for incoming requests, protecting time, focus and energy. interface confidently with internal teams, client and partners on the CEO's behalf. Personal & Life Logistics Coordinate personal scheduled, travel, family appointments and home vendors. Plan and manage occasional private or social events. Handle errands, subscriptions and ongoing personal life systems with discretion and detail. Oversee logistics that impact the CEO's family life, wellness and bandwidth. Systems & Strategic Thinking Improve and implement organizational workflows, productivity systems and documentation. Evaluate and streamline recurring processes to reduce administrative friction. Learn and manage tools like Notion, Google Workspace, Slack, Trello, Airtable, etc Minimum Qualifications 3+ years in an Executive Assistant, Chief of Staff or high-accountability support role.
Experience supporting a founder, CEO or Senior Executive directly. Proficiency with digital tools (Google Workspace, Slack, Zoom, task / project systems) Demonstrated ability to handle confidential information with utmost discretion.
Strong writing, calendaring and relationship management capabilities. Hybrid work 2-3 days in office Travel :
Anticipatory Thinking :
Confident Communication :
Chemistry & Trust :
Discretion :
Executive Assistant • Herndon, VA, US