Hey Marco,
While both customizations are unfortunately a bit outside the scope of support we can provide here in the forums, they are indeed technically possible.
They can be mostly accomplished by making a custom version of /views/month/tooltip.php in your theme, and possibly some extra JavaScript work – the process of making a custom version of that file, and of making custom Events views in general, is covered in detail here → https://theeventscalendar.com/knowledgebase/themers-guide/
Hopefully that article helps you get started on this. If you’re curious about some examples of customizing the tooltips, including passing custom JSON to them, then one of our developers Gustavo wrote a custom plugin for a user that has a lot of useful code in it for inspiration, which you can view here → https://github.com/bordoni/tec-forum-support/tree/plugin-939516
That example just adds Venue information to the tooltips, but you can take the same principles for any sort of content you want to add.
I hope this all helps Marco, let us know if it does or if you have any other follow-up questions here!
Cheers,
George