These kind of files should never be shipped since they are only meant for development. The information about the executable files that should be shipped with a gem can be found in the gemspec. In this case, https://github.com/deivid-rodriguez/pry-byebug/blob/6021d2c01b2d9d00bbf7caace7beab9bf312d988/pry-byebug.gemspec#L19 specifies that the gem should not be shipped with any executables. Hope this is helpful!