This role serves as a critical bridge between the CEO's vision and operational execution, requiring a high level of ownership and problem-solving skills in a fully remote environment.
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.
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.
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.
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.
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.
Paid Time Off
Unlimited PTO – We value results over hours worked and trust you to manage your time.
Remote-Friendly
Fully Remote – Work from anywhere while collaborating with a global team.
ScholarshipOwl is an EdTech platform that connects over 11 million Gen Z students with scholarship opportunities, streamlining the application process to make education financing more accessible. By serving as the largest scholarship marketplace in the U.S., we empower students to unlock educational possibilities and graduate debt-free.
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Executive Assistant Q&A's