I've set up a new infrastructure for our network with a 2k12 DC and a 2k12 member running Exchange 2013. The internal domain is set up like ad.domainname.com and I've configured mailflow for domain.com on Exchange which works perfectly. Internal autodiscover works like a charm and with https://testconnectivity.microsoft.com/ I get green results for the autodiscover.domain.com on activesync, autosetup and outlook connectivity. I've used a comodo wildcard ssl certificate for the domain.
However when I try to use autosetup on outlook it gives a password prompt on both the 2nd and 3rd step which I have to enter like domainname\username to get past them. After that it works fine but I want it to configure automatically without the extra password prompt.
On mobile devices it searches for the settings and then asks for the servername and domain credentials. I would like this to be auto configured as well but I can't find the reason why it prompts for this.