Currently, OtcoPack considers a project a web application if a web.config file is found in its root. My stand-alone ServiceStack service project needs to have such a file when working with Razor support to enable intellisense support in VS. The web.config is never deployed however but OctoPack now deploys the project in web-style. That is, copying all binaries to the 'bin' sub directory while they should really go into the root. See https://github.com/OctopusDeploy/OctoPack/blob/fa2bbe0ce4b489316e090bf35f4d7d74d1d3a92a/source/OctoPack.Tasks/CreateOctoPackPackage.cs#L463