I know this has been asked before and the advice given probably would have been OK 2 days ago but I am now mired down in this problem and I cannot accurately assess where I am at and where I should go.
The problem; autodiscover fails every test at https://testconnectivity.microsoft.com/¿
with a 404 Not Found error. I think I agree with it because I am not finding the xml files that it is probably looking for. The process works after you enter every detail of connecting to the server which makes autodiscover not very auto,
In addition my outlook clients are getting certificate errors on "connecting to proxies" on the exchange server as well as general certificate errors. The internal urls (\\exchangeserver\owa etc.) show yellow cert errors in chrome and I actually fixed these internal urls to point to the same as the externals so why they are even working I am not sure.
... ecp etc are fine with nice little locks in the address bars.
The SSL cert is a wild card and on top of that this is a 2012 essentials setup with onsite exchange and the split DNS/reverse proxy described here
Every time I find a resource/white paper/technet article I get sent off into group policies, cert servers, dns and AD. I have to stop and find out where I should start resolving issues i.e. which one would have the best chance of resolving the others.
Thanks for any assitance