This page lists all the updates to the Jira cloud app - e.g. admin panel, sending emails etc. The updates to the Outlook add-in are listed here.
...
Notable bugfixes
External email addresses are now suggested as well
Admin panel for Email settings would not load in some cases
Sending emails would not work if you logged in with Meetings first
Send email dialog would not open on first "Send email" click
...
Features
It’s now possible to add the sent email as a comment automatically
Improved first user experience for admins
Notable bugfixes
Fixed a bug that would prevent users from logging in to Office 365 from Outlook
Fixed that user search in recipient field was slow
Fixed that emails were sent with low importance from Jira
...