I hear about Fleeting Notes but I didn't play with it

That's an interested exercise, I think it doable using Trello APIs and Python

One of my ideas in the future to have automatic categorization as much as possible and then sync bi-directionally with Obsidian Community Hub to empower the hub and not losing changes bad by contributes in both sides.

Thanks for pointing out, I have been part of community hub vault when launched in September, 2021. Actually, the first categorization was based on my database. Check https://discord.com/channels/686053708261228577/888107495233568778

Currently there 587 plugins categorized

As of today, there are 950+ plugins for Obsidian which make it hard to find the proper plugin for our needs. By categorizing them and put similar plugins together, it'll easier and efficient to find the proper plugin.