Founding Executive Assistant

About the role

You'll sit front row as the right hand to 3 founders building one of the fastest-growing startups in NYC, backed by two tier-1 VCs. This is a high-ownership, high-trust role built for someone exceptional at this craft.

Requirements

• NYC-based
• In-office 5 days/week
• 2-5 years of experience in a related role
• Start-up experience is a great plus, but not required
• Demonstrated experience supporting more than one senior executive simultaneously
• Exceptional written communication — you will represent three executives in written form
• Comfortable with fast-moving, high-standard personalities

Why join Probook?

• The Tailwinds: $700B industry with clear tailwinds: AI adoption, labor shortages, and generational transitions creating demand for operational modernization. We are defining the category, not fighting for share.
• The Traction: $XXM ARR in 18 months. Product-market fit proven; now we're scaling.
• Funding: $40M raised from Sequoia and Andreessen Horowitz
• The Team: >60 people, our founding team comes from the space and has spent thousands of days onsite with our customers. We live in the space. We're also becoming one of the most talent-dense start-ups in NYC (MIT, Harvard, UPenn M&T, Waterloo, Citadel, Palantir).

Pay

Salary: $100,000 - $125,000 (can flex for the right candidate) + Equity

Benefits

• Health: Comprehensive medical, dental, and vision
• Perks: $500 monthly stipend (food, gym, Uber, etc.)
• Access: Direct daily exposure to world-class founders and investors.