------------ Original Message ------------
> Date: Thursday, April 16, 2015 09:01:58 -0400
> From: Greg Troxel <[email protected]>
>
> 
> WK <[email protected]> writes:
> 
>> The problem can be described very  simply: I can not send e-mails
>> on a  ssl-encrypted connection to Port 587, when I use the mobile
>> network. Only  when my phone is connected to a WiFi, I can send
>> messages. This is not the  fault to the mobile provider, because
>> I can use "telnet mailserver 587" in  a terminal and I get a
>> connection. So it is not the mobile provider, who is  filtering
>> this port. 
> 
> That doesn't proove that they aren't doing a MITM to inspect mail.
> To be sure, you need to negotiate TLS and validate the
> certificates. (This is in the US more common at some wifi places
> vs mobile.)  https://crypto.stanford.edu/ssl-mitm/
> 
> 
> tls to 587 works fine for me with k-9, on almost all WiFi and on
> mobile data.
> 
> You should be very careful that your other client that "works"
> isn't accepting a fake certificate from the mobile operator.

I don't think I would see this as a K-9 issue. K-9 is, to the best
of my knowledge, connectivity agnostic, so it shouldn't matter what
your connectivity is. As with Greg, I don't have issues with sending
(or receiving) mail, unless the connectivity is bad, and then it
doesn't matter if it's wifi or celldata.

So, a couple of debugging questions. 

 - What is the error that you get when sending via celldata fails?
   -- in your earlier messages you said "k9 complains about not   
      being able to connect". Is it that it can't find the
      server, that starttls fails, authentication fails, or
      something else?

 - Is the connectivity underlying the wifi where K-9 works 
   from web.de, or someone else? 

 - Does it work on all wifi, or just certain locations/providers?

 - Are you restricting K-9's background data use when on celldata? 
 
Comparing the protocols and ciphers offered when you connect via
wifi vs. celldata would be interesting, but I can't find an app that
will do this against a STARTTLS environment. [On my *nix machine I
would use "openssl s_client".] 



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