10/19/2026
Long sessions feel productive. You've built up context, it finally understands the project, and starting over sounds like a step backwards. So you keep going. But past a certain point, every single message is dragging the entire history behind it, and you're paying for all of it every time. The answers get vaguer. Things get slower. And the natural assumption is that the tool is having an off day. It isn't. It's just carrying too much. There's a point where cleaning up the session beats continuing it, and a later point where the honest move is to close it and open a fresh one with a summary. Knowing which moment you're in is the whole skill.
Watch Full Video: https://www.youtube.com/watch?v=Upm8BWJjxUc&t=3s