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
Travel & Logistics
Plan and coordinate international travel (flights, hotels, ground transport, itineraries)
Handle last-minute changes calmly and efficiently
Communication & Stakeholder Management
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
Operational Support
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)
Admin & Ad-hoc
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)
What We’re Looking For
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
Nice to Have
Experience supporting multiple executives simultaneously