Can't install OpenSSL gem on OSX - ruby

Question

I'm trying to install the OpenSSL gem as follows:
sudo gem install openssl -- --with-openssl-dir=/usr/local/opt/openssl
However, I get the following error
Building native extensions with: '-with-openssl-dir=/usr/local/opt/openssl'
This could take a while...
ERROR: Error installing openssl:
ERROR: Failed to build gem native extension.
current directory: /Library/Ruby/Gems/2.3.0/gems/openssl-2.1.0/ext/openssl
/System/Library/Frameworks/Ruby.framework/Versions/2.3/usr/bin/ruby -r ./siteconf20180501-55786-16tbndt.rb extconf.rb -with-openssl-dir=/usr/local/opt/openssl
checking for t_open() in -lnsl... no
checking for socket() in -lsocket... no
checking for openssl/ssl.h... no
*** extconf.rb failed ***
Could not create Makefile due to some reason, probably lack of necessary
libraries and/or headers. Check the mkmf.log file for more details. You may
need configuration options.
Provided configuration options:
--with-opt-dir
--without-opt-dir
--with-opt-include
--without-opt-include=${opt-dir}/include
--with-opt-lib
--without-opt-lib=${opt-dir}/lib
--with-make-prog
--without-make-prog
--srcdir=.
--curdir
--ruby=/System/Library/Frameworks/Ruby.framework/Versions/2.3/usr/bin/$(RUBY_BASE_NAME)
--with-openssl-dir
--without-openssl-dir
--with-openssl-include
--without-openssl-include=${openssl-dir}/include
--with-openssl-lib
--without-openssl-lib=${openssl-dir}/lib
--with-kerberos-dir
--without-kerberos-dir
--with-kerberos-include
--without-kerberos-include=${kerberos-dir}/include
--with-kerberos-lib
--without-kerberos-lib=${kerberos-dir}/lib
--with-debug
--without-debug
--enable-debug
--disable-debug
--with-nsllib
--without-nsllib
--with-socketlib
--without-socketlib
--with-openssl-config
--without-openssl-config
--with-pkg-config
--without-pkg-config
extconf.rb:94:in `<main>': OpenSSL library could not be found. You might want to use --with-openssl-dir=<dir> option to specify the prefix where OpenSSL is installed. (RuntimeError)
To see why this extension failed to compile, please check the mkmf.log which can be found here:
/Library/Ruby/Gems/2.3.0/extensions/universal-darwin-17/2.3.0/openssl-2.1.0/mkmf.log
extconf failed, exit code 1
Gem files will remain installed in /Library/Ruby/Gems/2.3.0/gems/openssl-2.1.0 for inspection.
Results logged to /Library/Ruby/Gems/2.3.0/extensions/universal-darwin-17/2.3.0/openssl-2.1.0/gem_make.out
It says that it couldn't find OpenSSL. However, I specified it as a parameter, yet it is still not picking this up. Does anyone have any suggestions?
Notably, the error is:
OpenSSL library could not be found. You might want to use --with-openssl-dir= option to
specify the prefix where OpenSSL is installed.

Answer 1

Please, can you send the output of ls -l /usr/local/opt/openssl ?
Have you tried installing the latest version of openssl with brew: brew install openssl ?