On-the-fly Plugin Loading and Unloading (Bounty offered)

I have been really wanting a stable and smart version of plugin loading and unloading on the fly for a while and it's come to the point that I'm actually willing to offer a bounty for this. I'm willing to offer any of the Waterfall devs $50 (and will pay any fees by processor like PayPal's) for this to be addressed.

There's a few conditions to the way I want it done though:

1. It has to be more sane than the system that Bukkit/Spigot/Paper uses - IE you can't do it to all plugins.
2. I want a warning to clearly be displayed that some plugins may fully break with this. (And would really like it if you had to confirm before it work load/unload).
3. This has to be done in the core - I don't want it in a plugin as I really fear that it will be more of a problem that way than not. Bungee Plugin Manager is a great concept.. but is flawed. The problem with it is that it doesn't always allow all plugins to try initialize and they don't throw errors as it doesn't try to load them for some reason.
4. This needs to be actively maintained and I am willing to "sponsor" this feature on an ongoing basis.

The issue does not name files, tests, or entry points. Start by locating Waterfall's core plugin loading and lifecycle handling, then review how Bukkit, Spigot, Paper, and Bungee Plugin Manager approach loading. Done should include selective load/unload, clear warnings and confirmation, reliable initialization errors, and ongoing core maintenance.