Executive Assistant to the CEO & CTO (Founders)

About Irregular

Irregular is building at high velocity and operating in a highly dynamic environment. We move fast, iterate quickly, and operate with a high bar for ownership and execution. We’re looking for an exceptional Executive Assistant to support our CEO and CTO (founders) and help keep the company running smoothly.

The Role

This is a high-impact role at the center of the business. You’ll partner closely with the CEO and CTO to manage their time, priorities, and key operational workflows, ensuring they can focus on building, leading, and executing. You’ll be trusted with sensitive information, expected to anticipate needs, and operate with discretion and excellent judgment.

Key Responsibilities

Calendar & Time Management

• Own complex calendar management for the CEO and CTO across time zones
• Prioritize and protect focus time; resolve conflicts and tradeoffs quickly
• Coordinate internal and external meetings, including agenda prep and logistics
• Ensure meeting hygiene: correct attendees, context, location/Zoom links, and follow-ups
  
  

• Plan and coordinate international travel (flights, hotels, ground transport, itineraries)
• Handle last-minute changes calmly and efficiently
  
  

• Serve as a point of contact for key internal/external stakeholders.
• Draft and manage professional communications on behalf of the founders when needed
• Coordinate with internal teams to ensure fast responses and strong follow-through
  
  

• Track action items from key meetings and ensure owners follow through
• Support critical moments (board/investor meetings, customer visits, offsites)
• Help maintain lightweight founder workflows and documentation (templates, checklists)
  
  

• Manage expenses and receipts for founders, in partnership with Finance/Ops
• Handle confidential and sensitive matters with professionalism and discretion
• Take on special projects as needed (always with clear ownership and outcomes)
  
  

• 3+ years of experience as an Executive Assistant / Senior Administrative Assistant supporting the CEO and senior executives (ideally in a startup/high-growth environment)
• Exceptional organizational skills and attention to detail
• Strong judgment: ability to prioritize, say “no” when needed, and manage tradeoffs
• Clear, professional written and verbal communication in English and Hebrew
• Experience working with global time zones (US/Europe)
• Familiarity with tools like Google Workspace, Slack, Notion, Zoom, and calendar scheduling tools
• Calm under pressure; thrives in ambiguity and frequent change
• High discretion and integrity with confidential information
• Proactive, low-ego, high-ownership mindset
  
  

• Experience supporting multiple executives simultaneously