Hi Matt, I have checked and confirmed the merchant settings , they are as expected. For the server logs, there is an exception on SSL handshake while attempting to call validation url, please check logs below, System.Net.Http.HttpRequestException: The SSL connection could not be established, see inner exception. ---> System.Security.Authentication.AuthenticationException: Authentication failed, see inner exception. ---> Interop+OpenSsl+SslException: SSL Handshake failed with OpenSSL error - SSL_ERROR_SSL. ---> Interop+Crypto+OpenSslCryptographicException: error:14094410:SSL routines:ssl3_read_bytes:sslv3 alert handshake failure --- End of inner exception stack trace --- at Interop.OpenSsl.DoSslHandshake(SafeSslHandle context, Byte[] recvBuf, Int32 recvOffset, Int32 recvCount, Byte[]& sendBuf, Int32& sendCount) at System.Net.Security.SslStreamPal.HandshakeInternal(SafeFreeCredentials credential, SafeDeleteContext& context, ArraySegment1 inputBuffer, Byte[]& outputBuffer, SslAuthenticationOptions sslAuthenticationOptions) --- End of inner exception stack trace --- at System.Net.Security.SslStream.StartSendAuthResetSignal(ProtocolToken message, AsyncProtocolRequest asyncRequest, ExceptionDispatchInfo exception) at System.Net.Security.SslStream.CheckCompletionBeforeNextReceive(ProtocolToken message, AsyncProtocolRequest asyncRequest) at System.Net.Security.SslStream.StartSendBlob(Byte[] incoming, Int32 count, AsyncProtocolRequest asyncRequest) at System.Net.Security.SslStream.ProcessReceivedBlob(Byte[] buffer, Int32 count, AsyncProtocolRequest asyncRequest) at System.Net.Security.SslStream.StartReadFrame(Byte[] buffer, Int32 readBytes, AsyncProtocolRequest asyncRequest) at System.Net.Security.SslStream.PartialFrameCallback(AsyncProtocolRequest asyncRequest) --- End of stack trace from previous location where exception was thrown --- at System.Net.Security.SslStream.ThrowIfExceptional() at System.Net.Security.SslStream.InternalEndProcessAuthentication(LazyAsyncResult lazyResult) at System.Net.Security.SslStream.EndProcessAuthentication(IAsyncResult result) at System.Net.Security.SslStream.EndAuthenticateAsClient(IAsyncResult asyncResult) at System.Net.Security.SslStream.<>c.<AuthenticateAsClientAsync>b__65_1(IAsyncResult iar) at System.Threading.Tasks.TaskFactory1.FromAsyncCoreLogic(IAsyncResult iar, Func2 endFunction, Action1 endAction, Task1 promise, Boolean requiresSynchronization) --- End of stack trace from previous location where exception was thrown --- at System.Net.Http.ConnectHelper.EstablishSslConnectionAsyncCore(Stream stream, SslClientAuthenticationOptions sslOptions, CancellationToken cancellationToken) --- End of inner exception stack trace --- at System.Net.Http.ConnectHelper.EstablishSslConnectionAsyncCore(Stream stream, SslClientAuthenticationOptions sslOptions, CancellationToken cancellationToken) at System.Net.Http.HttpConnectionPool.ConnectAsync(HttpRequestMessage request, Boolean allowHttp2, CancellationToken cancellationToken) at System.Net.Http.HttpConnectionPool.CreateHttp11ConnectionAsync(HttpRequestMessage request, CancellationToken cancellationToken) at System.Net.Http.HttpConnectionPool.GetHttpConnectionAsync(HttpRequestMessage request, CancellationToken cancellationToken) at System.Net.Http.HttpConnectionPool.SendWithRetryAsync(HttpRequestMessage request, Boolean doRequestAuth, CancellationToken cancellationToken) at System.Net.Http.RedirectHandler.SendAsync(HttpRequestMessage request, CancellationToken cancellationToken) at System.Net.Http.DiagnosticsHandler.SendAsync(HttpRequestMessage request, CancellationToken cancellationToken) at Microsoft.Extensions.Http.Logging.LoggingHttpMessageHandler.SendAsync(HttpRequestMessage request, CancellationToken cancellationToken) at Microsoft.Extensions.Http.Logging.LoggingScopeHttpMessageHandler.SendAsync(HttpRequestMessage request, CancellationToken cancellationToken) at System.Net.Http.HttpClient.FinishSendAsyncBuffered(Task1 sendTask, HttpRequestMessage request, CancellationTokenSource cts, Boolean disposeCts) at TZY.Web.UI.Service.ApplePayClient.GetMerchantSessionAsync(Uri requestUri, MerchantSessionRequest request, CancellationToken cancellationToken) in C:\Git\TZY.Logger.VerifyExtensions\TZY.Logger.VerifyExtensions\TZY.Web.UI\Service\ApplePayClient.cs:line 40 at TZY.Web.UI.Controllers.HomeController.Validate(ValidateMerchantSessionModel model, CancellationToken cancellationToken) in C:\Git\TZY.Logger.VerifyExtensions\TZY.Logger.VerifyExtensions\TZY.Web.UI\Controllers\HomeController.cs:line 94 at Microsoft.AspNetCore.Mvc.Infrastructure.ActionMethodExecutor.TaskOfIActionResultExecutor.Execute(IActionResultTypeMapper mapper, ObjectMethodExecutor executor, Object controller, Object[] arguments) at Microsoft.AspNetCore.Mvc.Infrastructure.ControllerActionInvoker.g__Awaited|12_0(ControllerActionInvoker invoker, ValueTask`1 actionResultValueTask) at Microsoft.AspNetCore.Mvc.Infrastructure.ControllerActionInvoker.g__Awaited|10_0(ControllerActionInvoker invoker, Task lastTask, State next, Scope scope, Object state, Boolean isCompleted) at Microsoft.AspNetCore.Mvc.Infrastructure.ControllerActionInvoker.Rethrow(ActionExecutedContextSealed context) at Microsoft.AspNetCore.Mvc.Infrastructure.ControllerActionInvoker.Next(State& next, Scope& scope, Object& state, Boolean& isCompleted) at Microsoft.AspNetCore.Mvc.Infrastructure.ControllerActionInvoker.g__Awaited|13_0(ControllerActionInvoker invoker, Task lastTask, State next, Scope scope, Object state, Boolean isCompleted) at Microsoft.AspNetCore.Mvc.Infrastructure.ResourceInvoker.g__Awaited|24_0(ResourceInvoker invoker, Task lastTask, State next, Scope scope, Object state, Boolean isCompleted) at Microsoft.AspNetCore.Mvc.Infrastructure.ResourceInvoker.Rethrow(ResourceExecutedContextSealed context) at Microsoft.AspNetCore.Mvc.Infrastructure.ResourceInvoker.Next(State& next, Scope& scope, Object& state, Boolean& isCompleted) at Microsoft.AspNetCore.Mvc.Infrastructure.ResourceInvoker.g__Awaited|19_0(ResourceInvoker invoker, Task lastTask, State next, Scope scope, Object state, Boolean isCompleted) at Microsoft.AspNetCore.Mvc.Infrastructure.ResourceInvoker.g__Awaited|17_0(ResourceInvoker invoker, Task task, IDisposable scope) at Microsoft.AspNetCore.Routing.EndpointMiddleware.g__AwaitRequestTask|6_0(Endpoint endpoint, Task requestTask, ILogger logger) at Microsoft.AspNetCore.Session.SessionMiddleware.Invoke(HttpContext context) at Microsoft.AspNetCore.Session.SessionMiddleware.Invoke(HttpContext context) at Microsoft.AspNetCore.Authorization.AuthorizationMiddleware.Invoke(HttpContext context) at Microsoft.AspNetCore.Diagnostics.DeveloperExceptionPageMiddleware.Invoke(HttpContext context) Due to this , we are not able to move ahead in integration.Please help. Regards, Akshay HolidayME

Hey Matt, did u get any flaw in our settings? I also double check all the setup but it is as per the documentation given by apple team. Now, it became critical for me to move forward without this step. Let me know if you need additional details or we can connect over the call to solve this or to identify the mistake. Akshay Bora HolidayME akshay.bora@holidayme.com