Jane de Vos

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Jane de Vos Strategy & Operations Consultant - with my help, you can have a successfully structured business. Strategy Sessions
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October handed out its lessons generously this year, through freelancer contracts that needed a second look, revenue-sha...
10/31/2026

October handed out its lessons generously this year, through freelancer contracts that needed a second look, revenue-share agreements that turned out to be less simple than they first appeared, and rather a lot of coffee along the way.

I've gathered ten of them into The October Debrief, the latest Coffee Thoughts on my Substack, with a few side notes on New York and the most committed Halloween staircase I have ever walked past.

If you fancy a read with your weekend coffee, the link is in my bio.

Somewhere along the way, being organised got confused with being able to carry everything on your own. The founders who ...
10/25/2026

Somewhere along the way, being organised got confused with being able to carry everything on your own. The founders who look effortlessly on top of it all have help you cannot see from the outside, whether that is a team, a partner, or someone holding the operations behind the scenes.

If you have spent this week wondering why you cannot keep up, this one is for you.

I hear "my assistant is not stepping up, and I know that is on me" more often than almost anything else. It is very rare...
10/22/2026

I hear "my assistant is not stepping up, and I know that is on me" more often than almost anything else. It is very rarely about either of you, because it comes down to six small gaps in structure, and every one of them can be written down in an afternoon.

Save this for your next handover, or send it to the friend who keeps saying she cannot find anyone good.

Three children, a multigenerational household and a sausage dog mean my own Tuesdays have plenty of moving parts, so thi...
10/20/2026

Three children, a multigenerational household and a sausage dog mean my own Tuesdays have plenty of moving parts, so this one was written from fairly close range.

The cost of a day like this tends to land at about 9pm, when you finally sit down and realise you have been switched on since six.

Tell me the most unexpected thing you signed this week.

Most of what keeps a business running lives in one person's head, built up over years of answering the same questions, a...
10/18/2026

Most of what keeps a business running lives in one person's head, built up over years of answering the same questions, and nobody ever had a spare afternoon to write it down. That is why it keeps finding its way back to you, however capable the people around you are.

Save this for the next time you hear yourself say it will be quicker to do it myself.

Being the safe pair of hands is one of the loveliest compliments there is, and it tends to arrive with a very long list ...
10/15/2026

Being the safe pair of hands is one of the loveliest compliments there is, and it tends to arrive with a very long list attached. In most growing businesses, the diary, the filing and the difficult conversations all drift towards whoever is most reliable, and nobody ever writes that down as a role.

Which of the three have you been doing longest?

Whoever has a deadline wins, and whoever forgives waits. It works that way in the inbox, and then it works that way ever...
10/13/2026

Whoever has a deadline wins, and whoever forgives waits. It works that way in the inbox, and then it works that way everywhere else, which is how the people who love you end up at the bottom of a list they never knew existed.

Nothing to do with this one. Send it to the friend you owe a text.

The thing that makes you brilliant at the work is often the same thing that makes the admin around it feel impossible. T...
09/29/2026

The thing that makes you brilliant at the work is often the same thing that makes the admin around it feel impossible. Those two facts have always been connected, and neither of them is a flaw in your character.

Operations is a learnable structure and it can sit around you rather than inside your head.

09/28/2026

We have a sausage dog called Pebble, so the first two slides of this one were written with some feeling - I know all too well from Pebble’s predecessor how much spinal surgery costs! 

Cockpits, kitchens and hospital wards all learned to stop asking skilled people to hold everything in their heads. Most founders are still doing exactly that, and blaming themselves when something slips.

Save this for the next time you forget something and start taking it personally.

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New York, NY

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Monday 9am - 4pm
Tuesday 9am - 4pm
Wednesday 9am - 4pm
Thursday 9am - 4pm
Friday 9am - 4pm

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