AI With Tom
What happens to your business if you're ill for two weeks?
90 MINUTES · DO IT ONCE, KEEP IT FOREVER · NO APPS, NO SETUP
Not "would it survive" — most businesses would, eventually. The real question is smaller and worse: on Monday morning, could anyone actually do your job?
Would they know which customer is waiting on a quote. Which supplier you don't use any more and why. That the invoice from that client always needs chasing twice. Where the spare key is. Which job you agreed to do at a discount as a favour, and shouldn't be charged full price for.
For most owners the answer is no — and not because they're disorganised. It's because the business runs on things they know rather than things that are written down, and that difference is invisible until the day it isn't.
I didn't write mine because I was worried about being ill. I wrote it because I got sick of explaining my businesses from scratch every time I sat down to work on them — three businesses, and I kept re-explaining the same context.
So I wrote one document that said what each business was, who it served, what was true right now. Then I realised what I'd actually built: if I disappeared, someone could pick that file up and know where they stood. It was a handover doc. I'd just made it for the wrong reason.
Ten minutes each. Section six is the one nobody thinks of and it matters most.
What you sell, to whom, and how the money actually works.
Every open job, quote, conversation. What stage it's at and what happens next.
Customers, suppliers, contractors. Not just names — the history.
What comes in, what goes out, when. Who's owed money and who owes you.
Accounts, files, tools, the physical stuff. Where each one is and who has access.
The decisions you'd hate someone making on your behalf.
The three or four things that predictably break, and what you do about each.
Talk through all seven, paste it in, then this underneath.
That's me talking through my business so that someone could run it if I couldn't.
Turn it into a handover document, organised under these headings: What the business does · In flight now · People · Money · Where things live · What not to do · When it goes wrong.
Write it for a competent person who knows nothing about my business. Plain English, short sentences, no jargon they'd have to ask about.
Then — and this is the important bit — tell me:
1. Where I've referred to something as if it's obvious, but haven't explained it
2. Anything a stand-in would need on day one that I haven't mentioned at all
3. Anywhere I'm the only person who can do something, or reach something
Be blunt about the gaps. A handover doc with holes in it is worse than none, because it'll be trusted.
Almost nobody who does this ever uses it for an emergency. What they get instead is the list of things they've been quietly carrying alone — and once it's on paper, most of it turns out to be fixable in an afternoon.
One email address controls everything
Domain, bank, invoicing, socials — all recover to one inbox only you can open. Near-universal, and a genuinely bad single point of failure.
A supplier arrangement that isn't written anywhere
An informal discount or priority agreed verbally years ago. Worth real money and it evaporates the moment you're not there to invoke it.
Nobody else knows what anything costs
You price on instinct built over years. A stand-in either guesses or refuses the work. Usually the first thing worth writing down properly.
The "when it goes wrong" section is embarrassingly short
Not because things don't go wrong, but because you never framed them as recurring problems. Writing them down is often the moment you realise one of them is fixable permanently.
Now tell one person it exists and where to find it.
A partner, a family member, whoever would be picking up the pieces. A perfect handover document nobody knows about is worth precisely nothing — and this is the step people skip, because finishing it feels like finishing.
New supplier, price change, customer gone — two minutes, same day. That's the only version of this that stays true for more than a month.
Once it exists, it turns out to be useful for far more than emergencies. It's what you hand a new employee, what you give an accountant, and — if you ever sell — the thing a buyer asks for first. A business that can be handed over is worth more than one that can't, and it's the same document either way.
It's also the best thing you can give an AI about your business, because it's the only document you'll ever write that assumes the reader knows nothing. That's exactly the right assumption.