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Squirrel Squadron Substack

The Squirrel Squadron is where tech and non-tech execs come together to learn. Dive into my provocactive thoughts and practical tips to make sure that your tech team is insanely profitable. Try my daily Chestnuts, Podcast or Livestream videos.

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What To Do Instead of Looking Busy

A CEO replied to one of my newsletters on the dangers of over-utilisation in slasher films, saying that I hadn’t given the reader any guidance on what to do instead of measuring activity.

Are You The Prime Minister of New Zealand?

In the category of bureaucracy gone mad, when I worked at a payment card company, we had to perform Know Your Customer checks to see if any users were Russian oligarchs or convicted felons or otherwise slippery folk.

We Forgot To Check

Much of the Internet was down last year - 20th Oct 2025.

Word of the Week: Dead Cat Bounce

In finance, a dead cat bounce is a tiny recovery in a stock that’s plunging toward oblivion:

Finding an AI Tsar and walking in someone else's moccasins - what you missed this week

Plenty to get your brain in gear this week amongst my Chestnuts - daily short snackable thoughts and ideas that will get you commenting and discussing!

AI Tsar

An excellent question that a client agreed to have me answer here:

Don't Make Me Think

My car’s GPS has settings like “avoid motorways”, “fastest route”, and “avoid tolls”.

Less Wish, More Wash

“Washy” means feeble, thin like watery soup.

Someone else's Moccasins

I had an astonishing exchange with the person repairing my computer this week.

The Line of Death and why Netflix agrees with me on AI - what you've missed this week

Whether you’re reading everyday, or waiting for my weekly round up of Chestnuts - my short snackable daily provocative thoughts and tips - don’t forget to get involved and comment on those that spark your own thinking.

Netflix Says: You don't own AI output

News flash: Netflix endorses my second law of AI, which says