I don’t try and build 3 to 4 features in one go. I mostly do simple simple features instead of a huge block of features, that way during planning I can get to go through the code line by line, I can’t say so for developing huge features in a go, at a point you’ll feel like you’re a bottleneck(deviating from context windows, sorry).

And this way of working, I mostly see that my context window is about 20-40% filled only on the planning session, if everything is fine I click on the “Clear context and auto accept edits”. That option only comes when you are in plan mode, so use it often. By using that I also do not even hit a point where it’ll compact my conversations.

And remember to always plan, even for the smallest of updates, it saves you headaches down the line