I hope this is the correct place to post this question.

After fixing the code signing issue that plagued us yesterday, I just started 
testing the ad-hoc distributable of our iOS app.

This app uses push notifications and https communication to an internal web 
service end point and upon launch registers for APNS notifications.

Our web service https uses a self signed https cert.

Our app fails https communication with our web service, but only in the ad-hoc 
signed version of the app. (iOS7.x, 8.x, 9.1).  The version I run from Xcode 
has none of these errors on the target devices.

I've got transport security set to allow arbitrary downloads set to true.

We're getting this error on any HTTPS communication:

Jan 27 14:32:51 iPhone-5s XXXX[898] <Error>:  SecOSStatusWith error:[-25299] 
The operation couldn’t be completed. (OSStatus error -25299 - Remote error : 
The operation couldn’t be completed. (OSStatus error -25299 - duplicate item 
O,genp,A6A11086,L,ck,YYYYYYYY.ZZZZZZZZ,0,acct,svce,gena,v_Data,20160127193251.451476Z,F68AFBD6))

And then lots of:

Jan 27 14:15:44 Alex-Zs-iPhone-6 XXXXXX[2966] <Error>:  SecTrustEvaluate  [leaf 
AnchorTrusted]
Jan 27 14:15:44 Alex-Zs-iPhone-6 XXXXXX[2966] <Warning>: 
NSURLSession/NSURLConnection HTTP load failed (kCFStreamErrorDomainSSL, -9813)



This never used to happen on the web server that we are using with Ad-Hoc 
signed build on the same server.  Is there any restriction that comes into play 
with an ad-hoc distributed iOS app and self signed SSL certs that I haven't 
covered?

Would this best be handled in setting up a challenge response reply?

Ideas are welcome.

Thanks.
Alex Zavatone

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