1. currently this only tracks the web pages after the extension installation(I have updated the extension. Now you can process previous history in settings. though It may take some time. recomended to process for only week to month).
2. as the extension is currently under development. this feature is yet to be implemented.
this is open source. so if you want to contribute, you can also do so.
edit: I have seen your feedbacks and implemented both of the function.
the latest version is live. I really hope you try again.
the github repo link - github.com/pranavinani/smritiAI