Executive Assistant

Probook•New York, NY

6d•$75,000 - $95,000•Onsite

About The Position

Probook is seeking an exceptional Executive Assistant to serve as the right hand to its three founders. This high-ownership, high-trust role is crucial for supporting senior executives in a fast-growing NYC startup. The Executive Assistant will manage calendars, communications, travel, cross-executive coordination, and operational reliability, ensuring the founders can maintain their demanding pace. This position requires discretion, meticulous attention to detail, and the ability to anticipate needs and manage competing priorities effectively.

Requirements

NYC-based and able to work in the office 5 days/week.
3-7 years of experience in a related role.
Demonstrated experience supporting more than one senior executive simultaneously.
Exceptional written communication skills, capable of representing three executives in written form.
Comfortable with fast-moving, high-standard personalities; Probook moves fast, and the founders are demanding.
Track record of taking ownership and delivering without being micromanaged.
Startup experience strongly preferred, or exceptional judgment and pace if not present.

Nice To Haves

Startup experience is a great plus.

Responsibilities

Own founders’ calendars completely, filtering and triaging requests, delivering meeting prep 24 hours in advance, and surfacing conflicts before they happen.
Manage all inboxes, triaging, drafting, routing, and following up on communications, ensuring priority items receive a same-day response.
Own all travel end-to-end, including flights, hotels, ground transport, itineraries, and contingencies, resolving disruptions before the executive is aware.
Process expenses within 5 business days.
Keep Founders aligned on shared commitments, owning board meetings, all-hands, and investor events end-to-end.
Route information between the three founders that would otherwise get lost.
Own vendors, office systems, and recurring workflows.
Run team events, off-sites, and executive-level onboarding logistics.