This job is no longer available
This job expired on 19/08/2026. It no longer accepts applications.
AI-Powered Executive Assistant (Remote Contractor)
Remote Hero · Costa Rica
Job description
About the role
We are looking for a proactive, tech‑savvy Executive Assistant to support a fast‑moving venture‑backed tech founder. This remote, independent‑contractor position blends traditional EA duties with AI tools to streamline communication, scheduling, and travel logistics.
Key responsibilities
- Manage complex, multi‑time‑zone calendars and schedule high‑priority meetings.
- Draft, filter, and respond to emails using AI assistants to summarize threads and generate initial replies.
- Organise domestic and international travel, including flights, lodging, visas and expense reporting.
- Prepare executive briefings, meeting agendas and polished presentations using Canva, Notion or PowerPoint.
- Act as gatekeeper, triaging inbound requests and prioritising executive attention.
- Maintain operational workflows in Asana, Notion or Slack to track action items.
Required profile
- 3+ years experience supporting C‑suite executives or in operations assistance.
- High emotional intelligence, extreme attention to detail and absolute discretion with confidential information.
- Advanced fluency in written and spoken English.
- Availability to work full‑time (40 hrs/week) aligned with EST business hours.
Required skills
- AI assistants such as ChatGPT and Claude.
- Google Workspace (Calendar, Docs, Sheets).
- Slack, Notion, Asana or Monday.com.
- Canva and PowerPoint for presentation creation.
- Basic knowledge of CRM tools like Salesforce or HubSpot.
What we offer
- Direct collaboration with a visionary tech founder.
- High autonomy and a results‑focused culture.
- Remote work flexibility and exposure to the US startup ecosystem.
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Remote Hero
Costa Rica