I don’t have this problem and it might be because I have skills and workflows that focus on decisions. When I open each session what I am looking at is mostly a series of decisions presented to me and if one of them doesn’t have sufficient context I ask for clarification but provide answers for all the ones that do. The agent can keep track of the overall goal and then produces either a document or a fix at the end.

So to me having 50 concurrent sessions is like playing 50 games of chess simultaneously: I can’t possibly remember my previous analysis or planning but that doesn’t matter because everything I need to know in order to make a decision is in front of me.