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AI Over 50: Be the AI Skeptic (How to Tell When It's Wrong)

Hosted by Brett Bouchard

Tue, Sep 22, 2026

4:00 PM UTC (30 minutes)

Virtual (Zoom)

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71 students

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AI Over 50 - Level 1: Set Up AI to Work for You
Brett Bouchard
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What you'll learn

Catch AI when it's wrong, before you act on it

A made up fact sounds exactly like a real one. See why that happens and what gives it away.

Gut check any answer with two questions

Ask what it's trying to get you to do, then check it without using anything it handed you.

Verify a source in under a minute

Ask it for the source, open the link and find the sentence it says is there. A link that opens is only step one.

Turn off the setting that trains AI on your chats

It's on by default on personal plans. See exactly where it lives in ChatGPT, Claude and Gemini, then flip it.

Know what never to share with an AI

Leave with a short plain English list you keep next to your AI, for work and for home.

Why this topic matters

AI is built to give an answer even when it doesn't know, so a made up fact reads like a true one. You get a one minute check to run before you act, the setting that keeps your chats out of its training and a way to use the same tool as a second pair of eyes on a suspicious email. For those of us over 50, checking before you act is already a habit. This lesson shows you how to apply it to AI too.

You'll learn from

Brett Bouchard

Ex-Google Director, 20+ yrs in tech, Founder of AI Over 50

I spent more than 20 years in tech, including time at Google and multiple startups. When AI started changing everything, I began using it to augment my own solo practice, and I learned it the way a skeptic does, by testing it on real work. Hardly any of the AI advice out there is focused on experienced professionals who have spent decades building real judgment.

That gap is why I started AI Over 50, and I'm on a mission to help experienced folks thrive in this new AI era.

Everything I teach comes back to three beliefs I developed working with these tools:

  • Be the skeptic who uses AI.

  • Bet on your foundation.

  • Your experience is the edge.

If you have been curious about AI but unsure where to start, you are in the right place. Let's put your experience to work.

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