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This page demonstrates two WP plugins in action.
Mapplic, the maps plugin, allows me to create a map using a custom image and to add pins with on-click divs that accept HTML and CSS.
CM Tooltip Glossary allows me to create tooltips which are automatically applied on all pages (see top-right corner).
The only problem is that the tooltip detection doesn't work within Mapplic's divs. I've tried a few tooltip WP plugins and none worked, so I'm starting to think that an alternative custom map creation option might be necessary. I have asked a few people and they said that it's a scripting issue. But how do you edit the scripts of a plugin?
Whatever works for you, suggest it and convince me that you can do it.