Uploaded May 2026 | Updated September 2026, 1 week ago
You've turned the most powerful thinking tool in history into a yes-machine — and it's making your ideas weaker without you even realizing it.
This episode is about a fundamental shift in how you use AI. Not a new tool, not a better prompt library — a completely different posture. Most people learned to use AI the same way they use Google: ask for an output, take the answer, move on. That habit is quietly eroding your thinking. AI is trained to be helpful, which means it's trained to agree. If you keep asking it questions you already know the answer to, all you're getting back is your own assumptions dressed up in more confident language.
The fix is treating AI like a sparring partner, not an assistant. That means building the discipline to ask the questions you don't want to ask — the ones that pressure-test your ideas before the room does it for you.
In this episode:
• Why AI's confidence is the dangerous part — it states wrong things with the same authority as right ones
• The sparring partner model: how to shift your posture toward AI so you get genuinely better thinking out of it
• Four types of challenge prompts: failure, assumption exposure, data validity, and pre-mortem — and exactly how to use each one
• Why most people skip this step (hint: it's not because they don't know how)
• A 15-minute exercise you can do today with any idea you're working on
The people who will be dangerous with AI aren't the ones using the best tools. They're the ones asking the best questions. This episode is for anyone who wants to be one of them.
Send us Fan Mail (buzzsprout.com/539050/fan_mail/new)
SHOW NOTES AND MORE:
thecrazy1.com
WATCH MORE CONTENT ON YOUTUBE:
youtube.com/@StephenGates
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crzydesign.com
FOLLOW THE CRAZY ONE:
LinkedIn (linkedin.com/company/crazyonepodcast) , Instagram (instagram.com/sdgates/) , Facebook (facebook.com/CrazyOnePodcast)
You've turned the most powerful thinking tool in history into a yes-machine — and it's making your ideas weaker without you even realizing it.
This episode is about a fundamental shift in how you use AI. Not a new tool, not a better prompt library — a completely different posture. Most people learned to use AI the same way they use Google: ask for an output, take the answer, move on. That habit is quietly eroding your thinking. AI is trained to be helpful, which means it's trained to agree. If you keep asking it questions you already know the answer to, all you're getting back is your own assumptions dressed up in more confident language.
The fix is treating AI like a sparring partner, not an assistant. That means building the discipline to ask the questions you don't want to ask — the ones that pressure-test your ideas before the room does it for you.
In this episode:
• Why AI's confidence is the dangerous part — it states wrong things with the same authority as right ones
• The sparring partner model: how to shift your posture toward AI so you get genuinely better thinking out of it
• Four types of challenge prompts: failure, assumption exposure, data validity, and pre-mortem — and exactly how to use each one
• Why most people skip this step (hint: it's not because they don't know how)
• A 15-minute exercise you can do today with any idea you're working on
The people who will be dangerous with AI aren't the ones using the best tools. They're the ones asking the best questions. This episode is for anyone who wants to be one of them.
Send us Fan Mail (buzzsprout.com/539050/fan_mail/new)
SHOW NOTES AND MORE:
thecrazy1.com
WATCH MORE CONTENT ON YOUTUBE:
youtube.com/@StephenGates
WORK WITH CRZY:
crzydesign.com
FOLLOW THE CRAZY ONE:
LinkedIn (linkedin.com/company/crazyonepodcast) , Instagram (instagram.com/sdgates/) , Facebook (facebook.com/CrazyOnePodcast)
![Essential Milanote tips and tricks [MASTERCLASS]
I have been using Milanote for years as an essential part of my creative process. This masterclass will show you all the tips, tricks, and hidden features you probably didn’t know you could do and will make a huge difference saving you time and being more productive in your Milanote workflow!
UPDATE:
Thanks to the Milanote team who has updated the app so keyboard shortcuts are now available for all features. Just hover over anything and the shortcut will appear.
How to get started with Milanote [MASTERCLASS]
https://youtu.be/It6FvvbNLcY
CHAPTERS:
0:00 - Intro
2:52 - Important details
5:42 - Creating notes
11:32 - Navigating Milanote
18:07 - Working with notes
25:40 - Hidden features
MORE INFORMATION AND ALL PODCAST EPISODES:
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LinkedIn - https://www.linkedin.com/in/stepdgat/ Essential Milanote tips and tricks [MASTERCLASS]](https://i.ytimg.com/vi/yQYCNym1eBo/mqdefault.jpg)






