Executive Assistant

Remote | Full-Time | Sharp, Proactive, and a Bit Relentless

About the Role

We’re on the hunt for someone who lives in the details, thrives on chasing things down, and knows how to keep people — and chaos — in check. This role is equal parts scheduling ninja, research machine, and get-things-done enforcer. You’ll be at the center of everything, helping leadership stay focused, organized, and three steps ahead.

If you love building systems, aren’t afraid to hop on the phone, and consider “tough follow-ups” a sport — we want you.

About Us

We’re SharpStakes — a fast-growing startup building the future of sports fan engagement through smart, data-powered betting. Think of us as the lifestyle platform for next-gen bettors — combining AI, community, and culture to make betting more fun, informed, and social.

Backed by top investors (including former CEOs of billion-dollar betting companies), we’re scaling fast and doing it our way — bold, real, and built for Gen Z.

What You’ll Be Doing

1. Manage and optimize the CEO’s calendar, inbox, and priorities
2. Follow up with internal and external stakeholders — holding people accountable and making sure nothing falls through
3. Jump on calls to clarify, confirm, or close loops
4. Conduct deep research on everything from partnerships to product to competitors
5. Build systems and processes to make our fast-moving team more efficient
6. Use AI tools to increase productivity — this is not optional, it’s the standard
7. Keep a pulse on tasks, people, and projects — and keep everyone honest about timelines.

What We’re Looking For

1. You use ChatGPT and AI tools daily to move faster and smarter
2. You’re relentlessly organized and allergic to missed details
3. You’re confident on the phone and can chase people without fear
4. You take pride in making leaders look good and stay on track
5. You’re research-savvy, proactive, and always thinking two steps ahead
6. You have a startup mindset: adaptable, solutions-oriented, and energized by fast-paced chaos

Bonus Points If You

1. Have experience with tools like Notion, Airtable, Slack, and Google Workspace
2. Have worked in a startup, sports, or tech environment
3. Love systems, sports, or solving problems before they even happen
4. Have experience managing invoice collection and remittance

SharpStakes is an equal opportunity employer.

We celebrate diversity and are committed to creating an inclusive environment for all employees.

Ready to be part of the action? Apply now!