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Executive Assistant

Siro· Operations
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Hybrid (New York)$135k - $145kFull-timePosted 1mo ago

About the role

Executive Assistant to own calendars and operational support for the CEO and CRO, with focus on proactive decision-making, inbox/Slack triage, travel optimization, and running the office of two executives to maximize time ROI and impact.

Responsibilities

  • Calendar ownership: Own calendars end to end for the CRO (primary) and CEO. Resolve conflicts proactively, protect thinking time, and ensure the week aligns with plan.
  • Inbound triage: Own email and Slack so nothing sits past 24 hours and nothing gets dropped.
  • Travel and the road: Maximize the value of every trip, including flights, hotels, itineraries, dinners, prep notes, and canvassing the sales team for deals in each city.
  • Executive follow-through: Ensure small but important tasks are completed (gifts, notes, key dates, commitments made in passing).
  • Time ROI: Run a monthly read on where hours went versus planned, and advocate where they should go next.
  • Meeting accountability: Sit in CRO-hosted meetings (GTM Leadership and Big Deal Review) and drive accountability.
  • Decision ownership, over time: Close decisions independently and determine which inbound requests warrant executive attention and appropriate venue.

Qualifications

  • 5+ years supporting senior executives, ideally in a startup environment with fast-moving, travel-heavy context
  • Exceptional EQ with obsessive attention to detail
  • Strong taste and judgment; ability to read a room, inbox, and guest list
  • Comfortable operating with full access and trust (calendar, email, credit cards, Ashby, LinkedIn)
  • Fluent with AI tools, or eager to learn
  • NYC-based and in office, seated near the CRO
  • Pride in the craft; ownership mindset rather than a stepping stone

Skills

Required:Calendar managementInbox and channel triageTravel planningExecutive presence and judgment

Benefits

  • Equity
  • Competitive salary: $135K – $145K with equity
  • Hybrid work arrangement
  • Opportunity to influence executive decision-making and scale with Series B growth
Last updated Oct 22, 2026. Interested? Apply on the company site.

About Siro

Boost In-Person Sales 36% with AI Coaching | Siro

Siro’s AI records and analyzes in-person sales conversations to surface coaching insights that help your team close more deals and uncover hidden revenue.

AI coachingsalesconversational analyticsrevenue growth
Company profileWebsite

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