I have SBS 2008 with Exchange 2007, also running DHCP and DNS.
My PC is running Outlook 2010.
My co-worker has two email addresses (eg firstname.lastname@example.org and email@example.com).
Both domain names are managed by DNS on my SBS server.
If I send an email via outlook then Fred gets emails to firstname.lastname@example.org but not email@example.com.
When sending to firstname.lastname@example.org I immediatedly get an Undeliverable email response showing this error:
" Delivery has failed to these recipients or distribution lists: Fred Bloggs (email@example.com) The recipient's e-mail address was not found in the recipient's e-mail system.... etc ... etc.... #550 5.1.1 RESOLVER.ADR.ExRecipNotFou
nd; not found ## "
Now here is the strange thing... if I use web mail (eg https://mysbsserver/owa
) then he gets both emails.
go figure - what is Outlook 2010 doing to trick exchange into doing this???