Strange one this one, i have a domain setup on Nethserver with activesync devices running outlook.
If a user tries to send to alias email it sits in the outbox.
Different setup of the mailbox, => different result for Outlook. IMVHO this seems… enough.
Anyway.
How the client (outlook) authenticates itself to the server? Did you configured to use what address as “sender” and “reply to” into your outlook setup?
I admit to not have current experience on Outoook + Exchange setup, but… as IMAP/POP3/SMTP Outlook allowed to setup email1@domain.ext as the mailbox email2 or email2@domain.ext as username for login
and even email3@domain.ext as “reply to” address. email2 anyway must be the username or the mailbox name of Nethserver, but email1 or email3 could also be aliases.
Moreover: email2 or email2@domain.ext could be not related to public FDQN of NethServer, but “only” to the hostname (which could be a non-public one)
Thanks Michael, it doesnt actually give you much option when you use activesync, essentially when you put in the username, email address and password that’t it.
The only option i can consider is create a new username in the correct format and remove the alias