Executive Assistant & Chief of Staff

How to Apply

•Your resume
•A short paragraph (under 150 words) describing the most complex multi-stakeholder project you've supported and what specifically made it work
•A link to or example of a report, document, or deck you've prepared
•One sentence on what you'd most want to learn or improve in this role

About the Role

We're looking for a sharp, fast-moving Executive Assistant and Chief of Staff to support the CEO of a multi-brand e-commerce company. He also sits on public and private boards and hosts a growing AI-focused podcast.

This is a high-ownership role, not traditional admin support. You'll work directly with leadership on strategic priorities, own initiatives end-to-end, and use AI tools to move faster and produce better work.

You'll cover a wide range of work including business operations, content projects, research, recruiting, travel, and personal logistics.

Key Responsibilities
Business Support
• Research competitors, tools, markets, and pricing
• Build comparison tables, operating plans, project trackers, and launch checklists
• Manage task lists across multiple active projects
• Prepare briefing docs before calls or meetings
• Synthesize research into short, decision-ready summaries

Research
• Ingredient and category research for new product development
• Competitor analysis across products, pricing, positioning, ad creative, and listings
• AI market research covering news, tools, trends, and companies
• Compile source material for briefs, decks, and write-ups

AI-Enabled Work
You don't need to be a technical AI expert, but you must be curious, willing to experiment, and comfortable picking up new tools quickly.

• Use tools like ChatGPT, Claude, Gemini, Perplexity, Canva, and Google Sheets
• Turn rough ideas into organized documents, outlines, and briefs
• Prepare podcast notes, episode prep, and summaries
• Draft presentations, memos, and research docs
• Support internal AI training materials and help roll out workflows to the team

Executive & Personal Support
• Calendar management and scheduling across time zones
• Meeting notes and action item follow-up with internal and external stakeholders
• Travel coordination including flights, hotels, ground transport, and full itineraries
• Personal admin including appointments, bills, online research, and household errands handled remotely
• Family, school, sports, and personal scheduling
• Clean trackers for reservations, applications, tasks, and deadlines

What Success Looks Like
• Projects move forward without reminders
• You anticipate what needs to happen next
• Vague ideas become clear task lists and documents
• You follow up consistently and communicate quickly
• You use AI to increase both speed and quality
• You're equally comfortable with business and personal tasks

Requirements
• 3+ years as an EA, Chief of Staff, or operations support to a US-based executive or founder
• Excellent written and spoken English with the ability to draft polished emails, briefs, and documents with minimal editing
• Strong analytical and research skills with the ability to summarize clearly and concisely
• High attention to detail and strong project management instincts
• Comfortable working US business hours or a significant overlap with US Pacific time
• Discretion and comfort handling sensitive corporate and personal information
• Stable, high-speed internet and a dedicated, quiet workspace
• Ability to work remotely and independently