This project makes me wish we were all still using something like del.icio.us to organize and favorite our websites. I suppose it would be a privacy nightmare today and would be overrun with bots. I just miss the whole tagging (vs nested folder) way of organizing notes and personal libraries. Like a building a personal multidimensional Dewey decimal system.
Tagging used to be the cool way to solve these kinds of library/search problems and you found it more developed and more often in note taking, web favorites, recipe collecting, email, personal library cataloguing, photo collections, etc. I suppose it feels a bit clunky compared to the natural language search people have gotten used to. But, I liked browsing by tag clouds. And natural language searching has always felt worse to me than using more structured search syntax more like an SQL query than a question. I always hated Ask Jeeves and Clippy and now it feels impossible to navigate the Internet without interacting with their mutant descendants.
Managing windows in a VM with a Linux host on bare metal is long term much more manageable and headache free than dual booting. It’s also a lot easier for Linux to host files to be shared between Linux and Windows than it is to manage a filesystem on bare metal that each alternates access to and to which they can both read and write. Easy sharing of files between systems is going to make the transition a lot less painful. That’s just a lot easier with Linux hosting a VM of windows in my experience. Makes backing up data easier too.
There is plenty of documentation for various options. I have mostly use a mix of samba and NFS to share between various Windows, Linux, Android, and iOS devices for decades. It’s scales well from a single device hosting multiple VMs, to dual booting and accesing shared files on an independent server, to ahomelab with a mix of devices and operating systems, accessing levels, and automatic backups.