From: nobu@... Date: 2015-06-16T23:17:22+00:00 Subject: [ruby-core:69621] [Ruby trunk - Bug #9817] The extconf.rb for OpenSSL assumes MingW Issue #9817 has been updated by Nobuyoshi Nakada. Description updated gdi32 and wsock32 are Windows specific but `File::ALT_SEPARATOR` is not. I'm not sure if they are necessary or not on mingw. ---------------------------------------- Bug #9817: The extconf.rb for OpenSSL assumes MingW https://bugs.ruby-lang.org/issues/9817#change-52964 * Author: Daniel Berger * Status: Open * Priority: Normal * Assignee: * ruby -v: ruby 2.1.1p76 (2014-02-24 revision 45161) [i386-mswin32_100] * Backport: 2.0.0: UNKNOWN, 2.1: UNKNOWN ---------------------------------------- It appears that the extconf.rb file for openssl assumes mingw. The problem is that gdi32 and wsock32 need to be linked, even for Visual Studio. The simple fix is to change "`if $mingw`" to "`if File::ALT_SEPARATOR`" on line 40. -- https://bugs.ruby-lang.org/