SSL Connection Error with Azure Hybrid Connection

When we added a hybrid connection to our Azure App Service using an Azure Resource Manager (ARM) template, we were greeted by a very difficult to solve error message, “The SSL connection could not be established.”

The architecture of the application is very similar to the diagram depicted by Microsoft’s documentation on Azure App Service Hybrid Connections. There is a web API hosted in Azure App Service that uses a relay hybrid connection to call an on-premise API.

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