About a year ago I did the same migration: Obsidian to self-hosted Directus.
My main reasons were:
- Straightforward queries. I have a lot of structured data in my notes and lesson plans, and being able to work with SQL was ideal.
- A web app was much more reliable than Obsidian's third-party sync platforms.
- I could extend Directus to do all sorts of other things. I eventually built my wedding planner and website backend on the same Directus instance that holds my notes.
(I also built a set of scripts on my Hackberry Pi that let me write text files on the go that saved to Directus)