Executive Assistant (CEO Support | AI Tools Proficient)
UpworkUSNot specifiedexpertScore: 57
Executive SupportAdministrative SupportEmail CommunicationCommunicationsVirtual AssistanceAI Agent Development
We are hiring an experienced Executive Assistant to support a high-accountability executive in a fast-paced, demanding environment. This role requires someone who has done this before and who actively uses AI tools to operate faster, smarter, and with greater leverage.
This is not a task-processing or entry-level role. The right person operates with sound judgment, anticipates needs, and independently removes friction.
What You’ll Do
• Act as an extension of the executive, managing priorities, logistics, and follow-through
• Independently plan and manage complex schedules, travel, and itineraries end-to-end
• Anticipate needs, flag risks early, and resolve issues without waiting for direction
• Manage inboxes, meetings, and information flow with discretion and clarity
• Coordinate with internal and external stakeholders confidently and efficiently
• Leverage AI tools to increase speed, accuracy, and quality of execution (e.g., drafting, summarization, research, prioritization)
• Continuously simplify workflows and reduce cognitive load for the executive
Who This Role Is For
• 7+ years as an Executive Assistant supporting senior leaders or CEOs
• Prior experience in demanding, fast-moving environments
• Strong working knowledge of AI tools (e.g., ChatGPT or similar) used in daily workflows
• Demonstrated ability to use AI to draft, summarize, prioritize, and problem-solve independently
• Comfortable making judgment calls with limited guidance
• Highly organized, calm under pressure, and adaptable to change
• Trusted with sensitive information and confidential matters
Who This Role Is Not For
• Entry-level or junior EAs
• Task-only or process-driven support roles
• Candidates who rely on constant direction or heavy training
• Candidates unfamiliar with using AI as a daily productivity tool
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Spent: $337,844.63Rating: 5.0Verified