Marta here, from Trello Support.
Currently, there isn't a global calendar view within Trello so it wouldn't be possible to see all cards that have been assigned to one team member in one single calendar view. Moreover, it's not possible to see on the calendar view who's assigned to which cards. I understand how this would be useful and I'll pass along your request to the team.
For now, to view due dates from other boards on an individual board's calendar you could use the Planyway Power-Up, or you can add each of your boards' iCal feeds to Google Calendar, or another app which subscribes to iCal feeds: Using Trello with Google Calendar.
To make that process a little bit simpler, there's also a calendar connector Power-Up from Cronofy that can help you connect multiple Trello boards to your preferred calendar app: https://info.trello.com/power-ups/cronofy
There are also some calendars that integrate directly with Trello. You can read more about those in our blog post here: https://blog.trello.com/5-calendar-apps-replace-sunrise/
Please let us know if you have any other questions or concerns, and we’ll be happy to help.
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