I feel like I really have to babysit claude for complex tasks or it starts taking shortcuts and doing things sloppily. Why is this happening?

I have years of univeristy and law school notes that I am moving into my Obsidian personal knowledge database. I'm having claude do most of this. I ask it, extremely detailed, to look at every single lecture, homework, and writing piece and to make detailed notes for each concept (my prompt has become a lot longer than this). I told it to take its time, that this will take multiple sessions, etc. It does great for like, half a class - then it starts to build a single page summarizing things again. I have to