Clipjump VS hammerspoon

u/QP_marketnetwork has given some ways to solve your problem. Clipjump is a good clipboard Manager for PC. Autohotkey is an excellent PC automation tool which has text expansion features. Both are free and open source.

Another option for hacking something like this together could be HammerSpoon. I’ve spent some time with it, but haven’t tried integrating with Apple Notes, I mostly did stuff at the file system level to keep it easy.

https://www.hammerspoon.org/

For basic window tiling, I stumbled across Hammerspoon and the MiroWindowsManager spoon.

https://github.com/miromannino/miro-windows-manager

https://www.hammerspoon.org/

I use hammerspoon a lot and it seemed like scheduling SelfControl could be done using it so I created Hammer Control. Check it out!

Hammerspoon - Price: Free Desktop automation tool for macOS that allows you to write Lua scripts to control your Mac.

Assuming no one has a cut-and-dried solution that just works, would something like this be possible with say, AppleScript or another scripting tool like Hammerspoon? I've not used either of these tools before, but would be open to seeking out a scripting solution on my own if it's viable. Or am I going to run into insurmountable security restrictions?

Spark (not the email app). There are others like Hotkey and Hammerspoon.

I have tried different tools for this including Rectangle, but I've finally settled with hammerspoon. It solves the problem of window-management but you can also use it to create custom keyboard shortcuts and much more.