Hey, I got an idea for a simple but useful plugin; the idea is that, as with arrows that the bow picks the arrows wherever in the inventory they are, when you are mining if you have a pickaxe and it breaks automatically switches to another picaxe of the inventory so you don't have to stop mining. It could be activated by command: /automine And premissions automine.automine
Not sure if this is possible with server side mods, there are a few client side mods that do that, the option is usually called AutoTool. I can take a swing at it and report back to you.
I'm pretty sure it's possible, I'm just running into one problem, lemme see if I can get that fixed, then you'll have a working plugin!