Executive Assistant

United Statesfull-timemid

Executive AssistantAdministration & Office Support

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Quick Summary

Requirements Summary

calendar, email, credit cards, Ashby, LinkedIn Fluent with AI tools, or genuinely hungry to be NYC-based and in office. You'

Technical Tools

Executive AssistantAdministration & Office Support

Field sales powers the economy — but most teams are struggling. Reps are buried in admin work, managers are stretched thin, and leaders can’t see what’s really happening in the field.

Siro is redefining how field sales teams learn, perform, and win.

We started as an AI-powered coaching platform that helped reps improve their outcomes in the field.

Today, we’re something much bigger — an intelligent companion that automates sales reps’ tedious admin work, gives managers real-time visibility, and helps executives see around corners.

Our platform integrates with systems like Salesforce, analyzing thousands of in-person sales conversations to surface insights, automate workflows, and drive better outcomes across the org. Think Iron Man’s Jarvis for sales — proactive, personalized, and built directly into the tools teams already use.

Siro has raised $75M and is backed by world-class investors like Index, Fika, CRV, and SignalFire. We are trusted by leading home-improvement, retail, hospitality, and automotive brands, and powered by a lean team from Meta, McKinsey, Doordash, and Uber.

We’re building the future of human-AI collaboration in sales — and we’re just getting started.

Most executive assistant roles are about protecting a calendar. This one is about deciding what belongs on it.

Siro is scaling fast, and the two people with the most leverage over that — our CEO and CRO — are losing hours every week to work that doesn't need them. We're hiring an Executive Assistant to take that work back, and then go further: to run the office of the CEO & CRO with enough taste and judgment to close decisions, not just execute them.

We are seeking an Executive Assistant to own

Requirements

~1 min read

5+ years supporting senior executives, ideally in a startup environment, where things are exceptionally fast-moving and travel-heavy
Exceptional EQ paired with obsessive attention to detail. That pairing is the job
Strong taste and judgment. You can read a room, an inbox, and a guest list
Comfortable operating with full access and the trust that comes with it: calendar, email, credit cards, Ashby, LinkedIn
Fluent with AI tools, or genuinely hungry to be
NYC-based and in office. You'll sit next to the CRO
Real pride in the craft. The best people in this role don't treat it as a stepping stone, they treat it as ownership

What We Offer

~2 min read

✓You'll be an extension of two operators, not a scheduling layer. Full transparency across systems, a standing Monday planning session, and a constant working relationship in between. You'll know what's happening before most of the company does.

✓The scope grows as fast as your judgment does. This role is deliberately designed to expand from execution into decision-making. We're hiring for the ceiling, not the floor.

✓A front-row seat to how a Series B scales. GTM leadership, big deal reviews, board prep, customer dinners on the road. You'll see the whole machine.

✓Human judgment is the point. AI can book a flight. It can't tell you which dinner matters, which rep just closed their first deal and deserves a note, or which meeting the CRO should have walked out of.

✓A mission worth the hours. Most field sellers in the U.S. get almost no on-the-job coaching. We're changing that, for an industry the tech world has spent decades ignoring.