Ruby and “You must recompile Ruby with OpenSSL support or change the sources in your Gemfile”

Question

Using rvm I upgraded my ruby to 1.9.3-p392, also added 2.0.0, anytime I try to use this version when I run my bundle command I get this error.

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Answer 1

In my case after:

 1. brew install openssl
 2. rvm install ruby-2.6.0

bundle install failed with this error. The problem was that openssl was globally set so I had to install the new ruby version by setting the openssl directory explicitly.

So what I had to do was:

 1. rvm reinstall ruby-2.6.0 --with-openssl-dir=/usr/local/opt/openssl
 2. rvm reload

Assuming that usr/local/opt/openssl is where it is installed.

After that bundle install ran successfully.

Warning when I tried this command with this path /usr/local like some answers suggested, it didn't work.

Answer 2

The new way to do it, according to a comment by @Purplejacket above, is the following:

rvm autolibs homebrew
rvm install 2.1.1
rvm use 2.1.1

It's much easier.

Answer 3

This helps me install 1.9.3-head on Mac:

rvm get latest    
brew install openssl    
rvm reinstall 1.9.3-head --with-openssl-dir=`brew --prefix openssl`

Answer 4

To get this working again I had to install homebrew and move my mac ports out of the way. Then do the following after removing 1.9.3-p392 and 2.0.0-p0:

rvm get head --autolibs=3
rvm install 1.9.3 --with-opt-dir=/usr/bin
rvm install 2.0.0

There was something not working with my mac ports and openssl and make and configure. This was the only way I was able to get rvm to install ruby again with out getting openssl issues or make/configure issues.

Answer 5

On macOS 10.14, Ruby 2.5.3, and OpenSSL 1.0.2n this worked for me:

./configure --with-openssl --with-openssl-dir=/usr/local/ssl

but I was only trying what the error messages were telling me:

*** Following extensions are not compiled:
openssl:
    Could not be configured. It will not be installed.
    /Users/brian/Desktop/Ruby/ruby-2.5.3/ext/openssl/extconf.rb:97: OpenSSL library could not be found. You might want to use --with-openssl-dir=<dir> option to specify the prefix where OpenSSL is installed.
    Check ext/openssl/mkmf.log for more details.
*** Fix the problems, then remove these directories and try again if you want.
make[1]: *** [note] Error 1

Answer 6

In my case:

Problem: After installing ruby-2.3.1, I ran the command bundle install and then the error occurred.

Solution:

• I first installed OpenSSL on my machine. $ brew install openssl

• And then, reinstalled the ruby version I require (2.3.1) with the openssl.

  $ rvm reinstall 2.3.1 --with-openssl-dir=/usr/local/opt/openssl

And this solved my problem!