What is the best calendar to migrate to?

My answer to your question might get a bit technical, but I hope, it will help.
Calendar software is usually separated in two parts (Client–server model - Wikipedia):

  • a server, that stores all calendar data
  • one or more clients that access the calendar data of the server (read + write)

Calendar Servers can be:

  • google calendar as you pointed out in your third bullet
  • Nextcloud with the Calendar-addon
  • sabre/dav
  • SOGo
  • Proton Calendar
  • Microsoft-Exchange-Server

Calendar Clients can be:

  • Thunderbird on your computer
  • Webinterface of Nextcloud
  • Calendar App of /e/
  • Calendar App of other phones
  • Webinterface of Proton Calendar
  • Webinterface of SOGo
  • Microsoft Outlook

A Calendar-Client communicates with a Calendar-Server using the CalDAV protocol (Exchange + Outlook use a different protocol). The idea is that whenever a client changes something, the change is saved on the server and changes on the server get propagated to all clients.

I am not aware of a method for synchronizing calendar entries between two servers. So I can not tell you how to continuously synchronize for example proton calendar and /e/-Nextcloud.
A few years back, I copied my calendar-entries from one server (SOGo) to a different server (Nextcloud) by the following method: I accessed the SOGo-Server with the Thunderbird-Client and exported all calendar entries to an ICS-file - then I imported the ICS-file into the Nextcloud-Calendar. However this was a one-time action.

Also clients do not exchange calendar entries with other clients.

So your question should be: “Which server should I use?”

You could use the /e/-Nextcloud server https://ecloud.global as you pointed out. As an alternative you could use Proton Calendar - or any of the other available servers.

Regarding your question about accessing work-calendar: you would have to configure each of your clients so that it can access your work-calendar-server.

Regarding your question about sharing calendar items with family: they would need to have access to the same server as you to - only then a simple exchange would be possible (For example the Nextcloud-calendar-server supports calendars that are shared between mutliple users). An other method would be to exchange ICS-calendar entries by E-Mail, but this would be user-unfriendly and error-prone.

And: Yes, your question makes sense - I tackled exactly the same issues a few years ago.

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