How I Work

How I AI: 3 signs it's time to start a new chat thread

September 13, 2026·10 min
Episode Description from the Publisher

You've put in the work on your prompts. You know how to give AI the right context, set the right tone, ask the right questions. But then, mid-conversation, something shifts. The AI starts making things up, forgetting what you told it five minutes ago, contradicting itself.  In this How I AI episode, Neo and I unpack what is actually happening when AI gets unreliable mid-conversation, including how to read the warning signs that tell you it is time to close a thread and start fresh.  In this episode of How I AI, a special series within How I Work, Neo and I explore how high performers are using AI at work to boost productivity, make better decisions and reduce overwhelm.  What you'll learn:  Why AI gets unreliable mid-conversation, and what's actually going on  What the 60% rule is and why it matters  Which file types quietly eat through your context window  The warning signs that it's time to close a thread and start fresh  Practical AI tools for productivity and focus  Real-world AI workflows used by high performers  How to use AI at work without burning out  Smart shortcuts for managing time and mental load  Connect with Neo Aplin on LinkedIn (https://www.linkedin.com/in/neoaplin/) and via inventium.ai (https://inventium.ai), where he leads Inventium's AI training and upskilling work with organisations and teams.  My latest book

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