Executive Assistant

Siro • New York, NY

20d • $135,000 - $145,000 • Onsite

About The Position

Siro is redefining how field sales teams learn, perform, and win. 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. We are building the future of human-AI collaboration in sales. 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.

Requirements

• 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.
• 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

Responsibilities

• Own calendars end to end for the CRO (primary) and CEO. Resolve conflicts proactively, protect thinking time, and make sure the week that happens is the week we agreed on Monday.
• Own email and Slack so nothing sits past 24 hours and nothing gets dropped.
• Maximize the value of every trip. Flights, hotels, itineraries, dinners, and prep notes, including canvassing the sales team for who has deals in a given city so each trip earns its cost.
• Ensure the small but important things get done. Gifts, notes, key dates, and commitments made in passing.
• Run a monthly read on where the hours actually went versus where we said they'd go, and make the case for where they should go next.
• Sit in the meetings the CRO hosts, including GTM Leadership and Big Deal Review, and drive accountability into and out of them.
• Close decisions independently. Which inbound request actually warrants executive attention, what the right venue is depending on audience and context, and which thoughtful gesture should simply be executed because you know our execs would approve.

Benefits

• Full transparency across systems
• A standing Monday planning session
• 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.
• Room to grow. As the company scales, so can this role.
• 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.

What This Job Offers

• Job Type: Full-time
• Career Level: Executive
• Education Level: No Education Listed