Probook
Home services
ExecutiveAssistant
Neural analysis suggests this role is
optimal for Executive candidates.
“Executive Assistant at Probook. Skills: Executive support, Calendar management, Communication triage. Own founders’ calendars completely. Filter and triage requests”
What You'll Achieve.
Deliver meeting prep 24 hours in advance; Priority items get a same-day response; Process expenses within 5 business days
Industry & Context.
Judgment calls; Conflict resolution
NYC-based, In-office 5 days/week
What They're Looking For.
Must Have
3-7 years of experience, Demonstrated experience supporting more than one senior executive simultaneously, Exceptional written communication, Comfortable with fast-moving, high-standard personalities, Track record of taking ownership and delivering without being micromanaged
Nice to Have
Start-up experience is a great plus, Startup experience strongly preferred
What You'll Do.
Own founders’ calendars completely
Filter and triage requests
Deliver meeting prep 24 hours in advance
Surface conflicts before they happen
Ensure same-day response for priority items
Own all travel end-to-end
Manage ground transport
Fix travel disruptions
Process expenses within 5 business days
Keep Founders aligned on shared commitments
Route information between founders
Own recurring workflows
Manage exec-level onboarding logistics
How You'll Work.
Team & Collaboration
Cross-executive coordination; Founders alignment
Communication Scope
Written communication; Professional writing
Full Job Description
WHO WE ARE Probook is the AI dispatcher for the home services industry, transforming how plumbing, HVAC, and electrical businesses operate. Our impact is real. Dispatching the right technician to the right job can mean the difference between a $300 "band-aid" fix and a $20,000 system replacement. By automating previously high-touch workflows around-the-clock, Probook ensures a consistent customer experience without the need for 24/7 live staffing. We unify our customers' processes into a single, scalable platform, giving businesses one place to run their entire dispatch operation. 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. You will support three senior executives across calendar management, communications, travel, cross-executive coordination, and operational reliability. You will be in the room for sensitive conversations, managing competing priorities in real time, and making judgment calls that keep three leaders moving at the pace this business demands. WHO YOU ARE - You have supported multiple senior executives at the same time and have specific stories to prove it. - Nothing falls through the cracks on your watch. - You see two steps ahead, already preparing for what hasn’t been asked yet. - You write clearly and professionally, and you calibrate quickly. - You are discreet. You handle sensitive information with maturity and zero leakage. - You are not here on the way to something else. You are here because you are good at this and you want to master it. WHAT YOU WILL OWN - Executive time protection: Own founders’ calendars completely. Filter and triage requests, deliver meeting prep 24 hours in advance, and surface conflicts before they happen. - Communications: Manage all inboxes. Triage, draft, route, and follow up. Priority items get a same-day response. Nothing drops. - Tra
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