If you're using Oraxen or ItemsAdder, you can configure the plugin to automatically copy it's assets into those plugins' resource pack folders. Otherwise, use the "Without plugins" option.
Oraxen
Inside Tooltips
Go into config.yml
Set copy-resource-pack to enabled: true
Set the path to path: Oraxen/pack/assets
Inside Oraxen (Highly recommended)
Go into settings.yml
Set formattingtitles: false and subtitles: false
Why?
Tooltips plugin checks conditions every defined amount of ticks. When it does so and the conditions match, a title is sent to the player with the tooltip. Oraxen by default intercepts these titles and reads them, which (due to the amount of these titles being sent) takes time and may cause unnecessary lag. Disabling these options prevents Oraxen from reading the titles.
It also for some reason breaks backslashes " \ " by unnecessarily escaping them.
Do /oraxen reload all to reload Oraxen
ItemsAdder
Inside Tooltips
Go into config.yml
Set copy-resource-pack to enabled: true
Set the path to path: ItemsAdder/contents
Do /iazip to reload resource pack
Without plugins
You will have to first create your own resource pack (if you don't have an existing one already) and then copy the contents of ...plugins/Tooltips/generated into your resource packs assets folder. After that, host the resource pack somewhere (for example here or here). You will have to re-merge the resource pack after every config change related to themes or icons.
Additional setup
Some conditions require additional plugins. One notable one is PlaceholderAPI. See all of supported plugins here: