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Executive Assistant to CEO (High-Performance, AI-Enabled)| Remote | LATAM

Remote · Ireland Full-time

About the position Our client is a U.S.-based, AI-powered company transforming how legal work gets done — making it faster, smarter, and more accessible. Built by experienced operators and powered by a globally distributed team, the company is scaling quickly with a strong emphasis on execution, ownership, and high performance. We’re hiring an exceptional Executive Assistant to act as the dedicated right hand to the CEO, supporting a high-intensity founder operating across multiple countries and time zones. This is a high-bar, operator-level role — not a traditional EA position. We’re specifically looking for someone who has already served as the sole Executive Assistant to a CEO or founder in a fast-moving startup environment, with full ownership over their day-to-day operations. You will be responsible for fully owning the CEO’s world — including calendar, inbox, communications, and complex international travel — ensuring everything runs seamlessly and enabling the executive to operate at maximum effectiveness. This is not a generalist EA role. We’re looking for someone who has already operated as the sole Executive Assistant to a CEO or founder in a fast-paced environment, with full ownership over calendar, inbox, travel, and communications. You will function as a force multiplier at the highest level, working alongside AI systems and operating with speed, precision, and full accountability.

Responsibilities

  • Fully own and manage the CEO’s calendar and inbox
  • Prioritize, draft, and send communications on their behalf
  • Coordinate high-volume scheduling across multiple time zones with constant changes
  • Plan and execute complex international travel
  • Multi-country, multi-person (including team coordination)
  • Prepare briefings, summaries, and research ahead of meetings and decisions
  • Build and maintain systems in Notion as a core operating tool
  • Use AI tools to synthesize information, automate workflows, and improve efficiency
  • Track priorities, follow-ups, and commitments across all channels
  • Proactively identify and implement improvements to workflows and systems

Requirements

  • 3+ years of direct experience as the sole EA to a CEO or founder
  • You have fully owned their calendar, inbox, travel, and communications
  • Experience in a startup or fast-moving tech environment
  • You are comfortable with speed, ambiguity, and constant change
  • Advanced Notion proficiency
  • You use Notion daily to manage workflows, information, and operations
  • Strong AI literacy
  • You actively use AI for research, summarization, automation, and operational support
  • Proven experience managing complex international travel logistics
  • Multi-country, multi-person coordination
  • Near-native or C2-level English
  • You can write and communicate on behalf of a CEO in high-stakes context

Benefits

  • Competitive compensation based on experience
  • Full-time role with Pacific Time overlap
  • 100% remote (LATAM-based candidates)
  • High-trust partnership with a high-performing founder
  • Direct impact on executive performance and company operations

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