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Executive Assistant to the CEO

Job in Arlington, Arlington County, Virginia, 22201, USA
Listing for: Quartermaster
Full Time position
Listed on 2026-08-14
Job specializations:
  • Administrative/Clerical
    Office Administrator/ Coordinator, Business Administration, Virtual Assistant/ Remote Admin, Administrative Management
Salary/Wage Range or Industry Benchmark: 90000 - 140000 USD Yearly USD 90000.00 140000.00 YEAR
Job Description & How to Apply Below

About

The Role

We re looking for a battle-tested Executive Assistant to partner directly with our CEO. Someone who has spent years in high-growth, Series A-and-beyond startups and knows what that pace demands. This isn t an entry-level support role. We need someone who has seen productive chaos before, isn t rattled by it, and treats it as raw material to build order from.

You ll be the CEO s key asset for managing time, and priorities so nothing important slips and nothing urgent gets missed.

What You ll Do
  • Own the CEO s calendar end-to-end — ruthlessly prioritizing competing demands across board members, investors, customers, and internal leadership.
  • Anticipate needs before they re asked; you re often three steps ahead, not reacting to the last request.
  • Coordinate complex, fast-changing travel logistics (domestic and international) with zero hand-holding.
  • Act as a trusted gatekeeper and first point of contact for the CEO, managing sensitive and confidential information with discretion.
  • Build and maintain systems —calendars and follow-up loops — that bring structure to a fast-moving, often ambiguous environment.
  • Coordinate cross-functionally with leadership, finance, and People teams on scheduling, offsites, board meetings, and special projects.
  • Manage expenses, vendor relationships, and ad hoc administrative or personal tasks as needed.
  • Jump into whatever fire needs putting out — this role is not static, and the job description will evolve as the company does.
What We re Looking For
  • 7+ years of experience as an Executive Assistant supporting a C-level executive, ideally a CEO or founder, at a Series B or later venture-backed startup.
  • A proven track record of thriving in high-growth, high-ambiguity environments — you ve supported a company through scaling, fundraising, and organizational change.
  • Exceptional judgment and discretion; you can be trusted with highly confidential information without a second thought.
  • Elite organizational skills — you build the systems and processes that don t yet exist, rather than waiting to be told how.
  • Calm under pressure. Ambiguity and last-minute changes don t throw you off; you find the signal in the noise.
  • Excellent written and verbal communication — you can represent the CEO s voice accurately and professionally.
  • A bias toward action and ownership — you solve problems rather than elevate them, and you know the difference between the two.
  • Comfortable working long or unpredictable hours occasionally, and available outside standard business hours when true urgency requires it.
  • Tech-savvy across calendar, travel, communication, and productivity tools (e.g., Google Workspace, Slack, Notion, expense platforms); quick to adopt new tools.
Nice To Have
  • Experience supporting a CEO through a board cycle, fundraise, or major company milestone (e.g., Series C, IPO prep, acquisition).
  • Background in a fast-paced tech or AI company.
  • Experience managing a small team of support staff or coordinating with other EAs/executive support functions.
Why Join Quartermaster AI

You ll work at the center of the company, with direct visibility into strategy, board dynamics, and how a high-growth company is really built. This role has real influence — the person in this seat helps set the pace and the tone for how the whole leadership team operates.

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