From the Cool Cat Teacher Blog by Vicki Davis
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Too many teachers are struggling with getting good results from AI. Sometimes it just goes “off the rails,” or they might get good results one day and not the next. The same thing happens with students as they use AI. Problems caused by not understanding how AI works leads to lost time, confusion, and sometimes even student misuse. Much of this problem is related to the context window of AI. How do we understand AI and the context window? How do we teach about this?
Today’s guest is Rob the AI Guy. He started his work leading a major social media agency but now runs a thriving community focused on AI agents and automation. He is my favorite AI YouTuber, and I joined his Skool this year, which I’ve found to be my most helpful resource for keeping up with everything AI. Rob clearly explains how AI works, but perhaps the most useful concept he shares is how the context window works. If you’re struggling to use AI well, trying to understand it, or grappling with how to explain it to your students, this is the show for you.
Key Takeaways for Teachers
- AI tools behave inconsistently because they rely on a limited context window that fills up and resets.
- Starting a new chat can dramatically improve AI responses when results drift or become unreliable.
- Different AI models have different strengths, and using more than one can lead to better outcomes.
- Students need explicit instruction on how AI works so they don’t overtrust or misuse it.
- Critical thinking is more important than memorization in a world where AI can retrieve information instantly.
Visual Summary
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Robert Benjamin – Author Bio as Submitted

Robert Benjamin breaks down the latest in AI automation as a serial entrepreneur and YouTuber known for making complex technology accessible. Having consulted with over 350,000 clients through his social media agency, he now runs a thriving community focused on AI agents and automation, bridging the gap between cutting-edge technology and real-world business applications.
Blog: https://www.skool.com/ai-automation-school
The post Getting Consistent Results from AI: Understanding the AI Context Window appeared first on Cool Cat Teacher Blog by Vicki Davis @coolcatteacher helping educators be excellent every day. Meow!
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