On the server I am using Grpc 1.19.  Not sure that could cause the 
handshake issue.

On Tuesday, April 23, 2019 at 4:58:31 PM UTC-4, Rob Cecil wrote:
>
> Using on iOS: gRPC version 1.18.0, ProtoCompiler 3.6.0, BoringSSL-GRPC 
> 0.0.2
>
> On Tuesday, April 23, 2019 at 4:49:32 PM UTC-4, Rob Cecil wrote:
>>
>> Thanks David,
>>
>> I am switched my iOS code to calling setTLSPEMRootCerts( certStringData, 
>> forHost: myHostName). From what I can see everything is set up correctly.
>>
>> But I get:
>>
>> E0423 16:45:55.527496000 123145544478720 ssl_transport_security.cc:1233] 
>> Handshake failed with fatal error SSL_ERROR_SSL: error:100000f7:SSL 
>> routines:OPENSSL_internal:WRONG_VERSION_NUMBER.
>>
>> E0423 16:46:00.529906000 123145543942144 ssl_transport_security.cc:1233] 
>> Handshake failed with fatal error SSL_ERROR_SSL: error:100000f7:SSL 
>> routines:OPENSSL_internal:WRONG_VERSION_NUMBER.
>>
>> E0423 16:46:05.530279000 123145544478720 ssl_transport_security.cc:1233] 
>> Handshake failed with fatal error SSL_ERROR_SSL: error:100000f7:SSL 
>> routines:OPENSSL_internal:WRONG_VERSION_NUMBER.
>>
>> E0423 16:46:10.533879000 123145543942144 ssl_transport_security.cc:1233] 
>> Handshake failed with fatal error SSL_ERROR_SSL: error:100000f7:SSL 
>> routines:OPENSSL_internal:WRONG_VERSION_NUMBER.
>>
>> E0423 16:46:15.537614000 123145543942144 ssl_transport_security.cc:1233] 
>> Handshake failed with fatal error SSL_ERROR_SSL: error:100000f7:SSL 
>> routines:OPENSSL_internal:WRONG_VERSION_NUMBER.
>>
>> E0423 16:46:25.543934000 123145543942144 ssl_transport_security.cc:1233] 
>> Handshake failed with fatal error SSL_ERROR_SSL: error:100000f7:SSL 
>> routines:OPENSSL_internal:WRONG_VERSION_NUMBER.
>>
>> E0423 16:46:40.549839000 123145544478720 ssl_transport_security.cc:1233] 
>> Handshake failed with fatal error SSL_ERROR_SSL: error:100000f7:SSL 
>> routines:OPENSSL_internal:WRONG_VERSION_NUMBER.
>>
>> On Monday, April 22, 2019 at 5:04:04 PM UTC-4, David Cowden wrote:
>>>
>>> grpc bundles openssl (boringssl) and ships with its own roots.pem. It 
>>> does not use the system store on iOS. You can either manually add your CA 
>>> certificate to that file at `pod install`/`pod update` time or, preferably, 
>>> configure grpc to use your in-house CA when you create the GRPCCall via 
>>> https://github.com/grpc/grpc/blob/36b47ce0de60754cf14258e15d25dd2d1bb5abe0/src/objective-c/GRPCClient/GRPCCall%2BChannelCredentials.h#L24
>>>
>>> GRPC_TRACE=all will surface some errors that you can use. They show up 
>>> in the log in Xcode if you have All Output selected. 
>>>
>>> David
>>>
>>>
>>>
>>> On Mon, Apr 22, 2019 at 1:36 PM Rob Cecil <[email protected]> wrote:
>>>
>>>> I have an existing implementation of a c#-based Grpc server (running on 
>>>> Windows 10 Server), and iOS/Objc-based grpc client and I can successfully 
>>>> connect, login, make calls, etc. My issue is switching from nonsecure to 
>>>> SSL, using the same network Name & port, etc.
>>>>
>>>> I'm using self-signed server certificates, and I distribute the CA Cert 
>>>> that I created for my org to the test iOS device (via email) and install 
>>>> the Profile and make sure it is valid and activated in iOS Settings.
>>>>
>>>> When I enable SSL in the client and server, I cannot connect. There is 
>>>> no discernable error on either side. The connect aborts right away.
>>>>
>>>> I am following roughly the same steps here to initialize and start the 
>>>> C# Server:
>>>>
>>>>
>>>> https://stackoverflow.com/questions/37714558/how-to-enable-server-side-ssl-for-grpc
>>>>
>>>> Here's my relevant code snippet:
>>>>
>>>>             ServerCredentials credentials = ServerCredentials.Insecure;
>>>>             if (cfg.UseSSL)
>>>>             {
>>>>                 var cacert = File.ReadAllText(cfg.CACertLocation);
>>>>                 var servercert = 
>>>> File.ReadAllText(cfg.ServerCertLocation);
>>>>                 var serverkey = File.ReadAllText(cfg.ServerKeyLocation);
>>>>                 var keypair = new KeyCertificatePair(servercert, 
>>>> serverkey);
>>>>                 credentials = new SslServerCredentials(new 
>>>> List<KeyCertificatePair> { keypair }, cacert, false);
>>>>             }
>>>>
>>>>             var server = new Server
>>>>             {
>>>>                 Services =
>>>>                 {
>>>>                     
>>>> BackendService.BindService(wanderBackendServiceImpl),
>>>>                     ManagementService.BindService(management)
>>>>                 },
>>>>                 Ports = { { hostAddress, port, credentials } }
>>>>             };
>>>>             
>>>>             server.Start();
>>>>
>>>> On the iOS side, it simply a matter of not turning on Insecure mode on 
>>>> the relevant Grpc class (i.e. by default SSL is enabled). 
>>>>
>>>> I am not using Mutual SSL/TLS - the client should just attempt to 
>>>> validate the server certificate using CA cert it has been signed with 
>>>> (both 
>>>> server & CA are created internally at my org).
>>>>
>>>> How do I diagnose my problem? I've been looking at:
>>>>
>>>> https://github.com/grpc/grpc/blob/master/TROUBLESHOOTING.md
>>>>
>>>> But I am not sure where such log information would be by default 
>>>> generated. Event Log? 
>>>>
>>>> Thanks!
>>>>
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