Executive Assistant To CEO (Hybrid) Job at ISI Enterprises, Herndon, VA

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  • ISI Enterprises
  • Herndon, VA

Job Description

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: Occasional local travel may be required
  • Hours: Some responsiveness required during evenings/weekends
Preferred Qualifications
  • College graduate with strong communication and organizational fundamentals
  • Extreme Ownership: You take initiative and full responsibility - no need for micromanagement! 
  • Sound Judgement: You know when to escalate and when to act independently.
  • Anticipatory Thinking: You stay several steps ahead of the CEO's needs. 
  • System Oriented: You don't just do task - you build solutions that eliminate tasks. 
  •  Stategic Partner Mindset: You see this as a business-critical role, not just a support one.
  • Confident Communication: You can tactfully challenge, redirect or represent the CEO.
  • Chemistry & Trust: You and the CEO must click - values-alignment is as important as skill.
  • Discretion: you handle personal matters and executive level decisions with loyalty and care. 
What we offer:
  • $75,000 base salary
  • A competitive salary and benefits package
  • A casual, friendly, and relaxed work environment
  • Professional growth encouragement and support
How to apply:
  • Please send your resume and brief cover letter that addresses: 
    • Why you're an ideal fit for a high trust, proactive, hybrid EA role. 
    • A specific story where you took action without being asked and delivered outsized impact. 

 



 

Job Tags

Full time, Casual work, Local area, Weekend work, Afternoon shift,

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