
Executive Assistant & Operational Partner
About ScholarshipOwl
ScholarshipOwl is the largest scholarship marketplace in the US, using AI to connect 12 million students who are looking for scholarships with companies that are looking for students. Our mission is to make education financing more accessible and engaging, while giving brands a way to connect with the next generation.
We’re powered by AI technology that simplifies scholarship discovery, streamlines the application process, and delivers measurable results for both students and partners. Whether it’s helping students secure funding or enabling brands to run impactful campaigns, we’re reshaping how education is funded — and discovered.
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.
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 leader — this is the role for you.
What You’ll Do
High-Level Inbox & Slack Triage: Act as the primary gatekeeper for communications; filter noise, 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
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: 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
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