This seems similar to https://bugzilla.xamarin.com/show_bug.cgi?id=4001, but is now showing up with a different URL. 7530 may be related too.
If I make any call to https://imgur.com I get "Invalid certificate received from server. Error code: 0x5" but the same calls to http:// work fine. I'm just using WebClient without anything fancy, which previously was working fine: using (var webClient = new WebClient()) { webClient.UploadValues("https://api.imgur.com/2/upload.json";, ...") } Invalid certificate received from server. Error code: 0x5 at Mono.Security.Protocol.Tls.Handshake.Client.TlsServerCertificate.validateCertificates (Mono.Security.X509.X509CertificateCollection certificates) [0x000a1] in /Developer/MonoTouch/Source/mono/mcs/class/Mono.Security/Mono.Security.Protocol.Tls.Handshake.Client/TlsServerCertificate.cs:218 at Mono.Security.Protocol.Tls.Handshake.Client.TlsServerCertificate.ProcessAsTls1 () [0x00054] in /Developer/MonoTouch/Source/mono/mcs/class/Mono.Security/Mono.Security.Protocol.Tls.Handshake.Client/TlsServerCertificate.cs:105 at Mono.Security.Protocol.Tls.Handshake.HandshakeMessage.Process () [0x00037] in /Developer/MonoTouch/Source/mono/mcs/class/Mono.Security/Mono.Security.Protocol.Tls.Handshake/HandshakeMessage.cs:105 at Mono.Security.Protocol.Tls.ClientRecordProtocol.ProcessHandshakeMessage (Mono.Security.Protocol.Tls.TlsStream handMsg) [0x00039] in /Developer/MonoTouch/Source/mono/mcs/class/Mono.Security/Mono.Security.Protocol.Tls/ClientRecordProtocol.cs:81 at Mono.Security.Protocol.Tls.RecordProtocol.InternalReceiveRecordCallback (IAsyncResult asyncResult) [0x00127] in /Developer/MonoTouch/Source/mono/mcs/class/Mono.Security/Mono.Security.Protocol.Tls/RecordProtocol.cs:397
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