AI Savvy Executive Operations & Personal Affairs Manager

We are hiring an AI savvy executive assistant for fast-moving entrepreneur who operates across multiple businesses and commitments simultaneously. This is not a traditional executive assistant position. We are not looking for someone who books flights and waits to be told what to do next. We need an Executive Operations and Personal Affairs Manager who owns an entire category of cognitive load so the founder can stay focused on what only she can do. Your mandate: Keep her organized, prepared, on schedule, followed-up, and out of the weeds across business and personal life. What You Will Own Operations and Calendar Full calendar management across multiple business entities, speaking engagements, and personal obligations Inbox triage — flag what actually requires the founder, handle the rest Maintain the master task and project system; own open loops and close them without being asked Run a weekly executive review: open loops, decisions needed, upcoming priorities, conflicts Travel and Logistics End-to-end travel: flights, hotels, ground transportation, itineraries, changes, confirmations Speaking engagement coordination: contracts, AV requirements, deck versions, host contacts, call times, attendee info Event logistics for convenings, mixers, and programming she hosts or attends Contractor and Vendor Management Coordinate with active contractors across content, development, SEO, and strategy Track deliverables owed by others and follow up with them — not the founder Manage invoices, subscriptions, receipts, reimbursements, and routine paperwork Documents and CRM Maintain agreements, bios, headshots, decks, and press kits — ready to send on request Keep the CRM and contact relationships organized Track deadlines, renewals, applications, and commitments across all entities Automation (Required) Build and maintain workflow automations using Make, Zapier, or similar tools Experience with Claude Code or AI-assisted workflow development strongly preferred You should identify manual processes and proactively propose automations that eliminate them The Standard The weekly review does not sound like "What do you need me to do?" It sounds like: "Here are the 14 open loops from last week. Eight are handled. Three are waiting on other people. These two need your decision. This one is overdue — I've followed up twice. You have four major priorities this week. Here are the conflicts I see." If that is how your brain works naturally, keep reading. Who You Are Extremely organized, assertive, anticipatory, low ego, and calm under pressure You have supported a founder, C-suite executive, or high-output operator before You do not need direction — you figure it out and handle it Strong written communication; every message you send represents the brand Proficient in Google Workspace, Notion or equivalent, and CRM systems How to Apply Do not send a resume without answering the following prompt. Applications without a response will not be reviewed. It is Thursday afternoon. The founder is flying out on the 31st for a speaking engagement. She has not given you any details beyond that. Walk us through everything you would do between now and the morning of the 31st — without her asking you to do any of it. Be specific.