This is soooo incredibly cool. Beyond the Tom Riddle diary aspect, I love the idea of this as a new medium for interacting with an LLM. You could gift it to someone and they could just write naturally, their thoughts, questions, notes, and get responses back without typing or speaking. It feels less like a chatbot and more like a journal you can communicate through. You could give it a personality and all.
For the edit tool, you should consider implementing a hash-based approach where each line of code is hashed and referenced by it when doing replacements. You can read up on the approach here: https://blog.can.ac/2026/02/12/the-harness-problem/
I didn't do much benchmarking, but anecdotally, I found it to be making less edit errors. YMMV
I had a chance to look at this and noticed you were sending telemetry to an endpoint you control: https://dirac.run/v1/event. It doesn't seem like you're sending anything obviously sensitive or doing anything in bad faith (though, I do see api errors being sent, which could potentially leak sensitive info), but you gotta admit that that's scary seeing you as the sole dev for this. Plus, it's opt out too. Sorry, it's no go for me.
I haven't tried it, but I'm curious why you decided to implement a whole new harness over just writing extensions in pi. From whatever I've done with pi so far, the extension api is quite extensive. Hash anchored edits, for example, can definitely be implemented in pi. Anyhow, thank you for showing us your project and will be checking it out later. Cheers!