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Configuration is as good as the manuals go. As soon as you have to configure it by yourself, it becomes a lot more difficult due to a rather obtuse system of configuration with long and confusing variable names, which has become infamous among web developers. See More
Caddy introduced commercial licenses in Sept 2017, making it non-free for commercial projects, although you can still build from source and compile/distribute the binaries under Apache 2.0. Furthermore, the pricing is steep when compared to Nginx. See More
This Microsoft-proprietary web server software, can only run in the Windows operating systems for full support of it and all of its features. It is not capable of being run in a non-Windows environment without sacrificing some functionality and of course the support. See More