Executive Assistant to the CEO

Quartermaster AI Inc

$80K — $95K *
Business Services
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 7+ years as an Executive Assistant for C-level, preferably at a Series B or later startup.
  • Experience in high-growth environments with scaling and fundraising exposure.
  • Strong discretion and judgment when handling confidential information.
  • Exceptional organizational skills, building systems from scratch as needed.
  • Ability to remain calm under pressure and manage ambiguity effectively.
  • Proficient in both written and verbal communication, accurately reflecting CEO's voice.
  • Proactive problem-solver with a strong sense of ownership.
  • Familiarity with various productivity and communication tools.

Responsibilities

  • Manage CEO's calendar, prioritizing demands from various stakeholders.
  • Anticipate the CEO's needs proactively, staying steps ahead.
  • Handle complex travel logistics without needing guidance.
  • Serve as the CEO's trusted point of contact, handling sensitive information securely.
  • Establish and maintain structured systems for operations in a fast-moving environment.
  • Collaborate with various teams on scheduling and special projects.
  • Oversee expenses and vendor relationships as needed.
  • Adapt to dynamic tasks that may require immediate attention.

Benefits

  • Opportunity to work directly with the CEO of a fast-growing startup.
  • Chance to shape processes and systems in a rapidly changing environment.
  • Exposure to various aspects of business operations and leadership teams.
  • Potential career advancement in a high-impact role.
  • Flexible work arrangements to accommodate urgency and project needs.
Full Job Description
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 escalate 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.


Similar Jobs

More Jobs at Quartermaster AI Inc

More Business Services Jobs

Find similar Executive Assistant to the CEO jobs: