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 stop it, and it seems the only way that it will go back to doing what I need it to do is by saying things like "you know how to do this right, so do this right." And it will say, "you're right - I was leaning into your outlines instead of atomizing the notes, that is the shortcut you told me to stop taking. Let me fix it properly." And this just keeps happening. Why is claude acting like a shitty intern I have to watch over? How can I prompt it to keep doing what it is doing?