Executive Assistant – ScholarshipOwl

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The Role

We’re looking for a sharp, logically-driven Executive Assistant & Operational Partner to take full ownership of the CEO’s operational day-to-day. This is a high-impact position for a “Force Multiplier”—someone who can serve as a bridge between the CEO’s vision and the administrative execution required to achieve it.

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If you thrive in early-stage environments where you can move from high-level scheduling strategy to granular project tracking—and you enjoy the challenge of creating structure for a deep-thinking—this is the role for you.

Job Overview

  • Job Type: Full-time
  • Work Setting: Work from home
  • Location: Remote (Anywhere)
  • Salary: $200/month
  • Employer: Scholarship Owl

Responsibilities

  • High-Level Inbox & Slack Triage: Act as the primary gatekeeper for communications; you will not only filter noise but also route issues to the correct stakeholders and draft responses on the CEO’s behalf.
  • Strategic Calendar Guarding: Manage a complex, multi-time zone calendar with a focus on protecting “deep work” blocks and ensuring every meeting has a clear agenda and ROI.
  • End-to-End Travel & Logistics: Handle all travel arrangements (flights, accommodation) with a focus on zero-friction execution.
  • Admin & Compliance Ownership: Manage the collection of paperwork, signatures, and board-level documentation with 100% accuracy.
  • Meeting Preparation & Synthesis: Ensure the CEO is briefed before high-stakes meetings and synthesize post-meeting notes into clear, actionable trackers in Notion.
  • Stakeholder Routing: Serve as a polite but firm filter for internal and external requests, resolving what you can so the CEO only sees what is essential.
  • Information Synthesis: Use Notion and Google Workspace to build trackers and summarize complex project statuses into concise, logical briefings.

Requirements

Who You Are

  • Ownership Mindset: You take ownership of outcomes, not just outputs; you find the “missing piece” before the CEO has to ask for it.
  • Analytical & Logical: You think like an engineer; you value “high signal-to-noise” communication and data-driven reasoning.
  • Scrappy & Proactive: You don’t wait for a roadmap; you identify chaos and build the process to fix it
  • Ambiguity Appetite: The ability to make high-quality decisions without constant input from the CEO.
  • Multicultural Awareness: Comfort working in a remote, global environment with diverse communication styles.

Master of Tools: Expert in Google Workspace (Calendar, Drive, Sheets) and Notion.

Why Join ScholarshipOwl?

  • Mission-Driven Work – Build technology that helps students unlock education opportunities.
  • Fully Remote – Work from anywhere while collaborating with a global team.
  • High Impact & Ownership – You aren’t just a task-taker; you are the driver of the CEO’s operational efficiency.
  • Unlimited PTO – We value results over hours worked and trust you to manage your time.
  • Home Office Budget – $200/month to invest in your ideal remote workspace.
  • Continuous Learning Culture – We support curiosity, experimentation, and growth into more strategic roles.

Apply now and help us define the future of our operations.

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