The AI Chief of Staff That Got Us to Anfield
Zeke, the founder's own AI chief of staff, holds every confirmation, email, and calendar detail across the business — and, on one cancelled-train morning in London, replanned an entire day in under a minute.
Running several businesses at once means the details that matter are scattered — booking confirmations, calendar invites, itineraries, threads across a dozen inboxes. Finding the right one at the moment it matters is its own job.
That job doesn't pause for travel. On a Saturday morning at London Euston, on the way to watch Liverpool play at Anfield, the departure board flipped to CANCELLED four minutes after showing a delay — no app offering rebooking options, no idea what happens next, a wife and son standing there waiting on an answer.
Zeke has his own email address, and every confirmation — trains, hotel, match tickets, the hospitality itinerary — gets forwarded to him as it arrives. No separate setup, no manual itinerary building.
- Delivers a full morning brief on request — train times, seats, how to get to the station, when the connecting coach leaves, and exactly how much buffer there is.
- Diagnoses live disruptions from live sources — the first delay's real cause and expected clear time, not just a repeated status-board message.
- When the train was cancelled outright, produced a full replan in under a minute: the next train, confirmation that the existing ticket was automatically valid on it, the new arrival time, and the exact buffer before the connecting coach.
- Answered the practical questions that matter in the moment — realistic worst case if the next train was full, how to read UK carriage-loading indicators and seat-reservation displays, which unreserved coaches to head for.
- Pulled live rail data to find the departure platform before the station's own board announced it — the answer arrived ahead of the concourse crowd.
- Ranked fallback options honestly — a same-day taxi, an alternate routing — without booking any of them prematurely, and named the exact trigger point at which it would be time to act.
- Runs the same way every day, not just on the road — morning briefs, inbox triage, and calendar management across every Five Star Group business.
The Stack
1 minute
From "our train was cancelled" to a full working plan
Every morning
Inbox triage, calendar, and a daily brief across every business
Zero setup
Forward a confirmation once — no manual itinerary building
Found it first
Located the departure platform via live rail data before the station board did
“A lesser advisor panic-books the taxi. A good one tells you when you would.”
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