troubles with RVM and OpenSSL - ruby

Question

Trying to set up a new macbook for a colleague. Not going well.
First I install OpenSSL:
Heathers-MacBook-Pro:~ heather$ rvm pkg install openssl
Fetching openssl-1.0.1c.tar.gz to /Users/heather/.rvm/archives
######################################################################## 100.0%
Extracting openssl to /Users/heather/.rvm/src/openssl-1.0.1c
Configuring openssl in /Users/heather/.rvm/src/openssl-1.0.1c.
Compiling openssl in /Users/heather/.rvm/src/openssl-1.0.1c.
Installing openssl to /Users/heather/.rvm/usr
Please note that it's required to reinstall all rubies:
rvm reinstall all --force
Updating openssl certificates
Then I try to install ruby with openssl...
Heathers-MacBook-Pro:website heather$ rvm install 1.9.3 --with-openssl-dir=$HOME/.rvm/usr
Fetching yaml-0.1.4.tar.gz to /Users/heather/.rvm/archives
Extracting yaml to /Users/heather/.rvm/src/yaml-0.1.4
Configuring yaml in /Users/heather/.rvm/src/yaml-0.1.4.
Compiling yaml in /Users/heather/.rvm/src/yaml-0.1.4.
Installing yaml to /Users/heather/.rvm/usr
Installing Ruby from source to: /Users/heather/.rvm/rubies/ruby-1.9.3-p392, this may take a while depending on your cpu(s)...
ruby-1.9.3-p392 - #downloading ruby-1.9.3-p392, this may take a while depending on your connection...
ruby-1.9.3-p392 - #extracting ruby-1.9.3-p392 to /Users/heather/.rvm/src/ruby-1.9.3-p392
ruby-1.9.3-p392 - #extracted to /Users/heather/.rvm/src/ruby-1.9.3-p392
ruby-1.9.3-p392 - #configuring
ruby-1.9.3-p392 - #compiling
ruby-1.9.3-p392 - #installing
Removing old Rubygems files...
Installing rubygems-1.8.25 for ruby-1.9.3-p392 ...
Installation of rubygems completed successfully.
Saving wrappers to '/Users/heather/.rvm/bin'.
ruby-1.9.3-p392 - #adjusting #shebangs for (gem irb erb ri rdoc testrb rake).
ruby-1.9.3-p392 - #importing default gemsets, this may take time ...
Install of ruby-1.9.3-p392 - #complete
Heathers-MacBook-Pro:website heather$ bundle update
Could not load OpenSSL.
You must recompile Ruby with OpenSSL support or change the sources in your Gemfile from 'https' to 'http'. Instructions for
compiling with OpenSSL using RVM are available at rvm.io/packages/openssl.
btw, the gem file says "source https://rubygems.org"
ideas?

Answer 1

OP actually saved my day!
In my case:
$ rvm pkg install openssl
$ rvm remove 2.4
$ rvm install 2.4 --with-openssl-dir=$HOME/.rvm/usr
$ gem install bundler

Answer 2

It's well described on ArchLinux wiki:
Ruby versions older than 2.4 require OpenSSL 1.0 but RVM will try to build them with OpenSSL 1.1.
So you can do (easiest):
$ rvm pkg install openssl
$ rvm reinstall 2.3.5 --with-openssl-dir=$HOME/.rvm/usr
You can see more solutions on ArchLinux wiki.

Answer 3

Try this:
rvm get head
rvm pkg remove
rvm requirements run # if brew gives you warnings about formulas to install, run "brew install" for each before moving on.
rvm reinstall [the version you need (i.e: 2.0.0)]

Answer 4

Installing Ruby 2.2 on macOS Mojave (10.14.2) with Homebrew.
Install Homebrew
brew install openssl
rvm install 2.2 --with-openssl-dir=/usr/local/opt/openssl
Don't use rvm pkg it's deprecated, use rvm autolibs enabled.

Answer 5

Here's how I installed rvm and ruby 2.3 on a mac with Catalina. The version of rvm installed was 1.29.9. OpenSSL 1.0.2 (downgrade) had to be installed. Note the "ipv4" in the gpg command.
gpg --keyserver hkp://ipv4.pool.sks-keyservers.net --recv-keys 409B6B1796C275462A1703113804BB82D39DC0E3 7D2BAF1CF37B13E2069D6956105BD0E739499BDB
\curl -sSL https://get.rvm.io | bash -s stable
Download openssl 1.0.2 at https://www.openssl.org/source/
tar -xzf openssl-1.0.2t.tar.gz
cd openssl-1.0.2t
./Configure darwin64-x86_64-cc --prefix=/usr/local/opt/openssl#1.0
make
make test
sudo make install
rvm install 2.3.3 --with-openssl-dir=/usr/local/opt/openssl#1.0
ruby -v
ruby -ropenssl -e 'puts OpenSSL::OPENSSL_VERSION'
>> OpenSSL 1.0.2t 10 Sep 2019

Answer 6

On MacOS 10.12.2 installing openssl via brew, won't work. To fix it, run:
export PKG_CONFIG_PATH=/usr/local/opt/openssl/lib/pkgconfig:/usr/local/lib/pkgconfig
And then install Ruby via rvm.
EDIT:
More information about the reason behind the problem here.

Answer 7

For those who have issue with openssl 1.1 and Ruby 2.3 via RVM on Mac Mojave, you could try following commands. The problem is Ruby 2.3 is not compatible with openssl 1.1
rvm pkg install openssl
PKG_CONFIG_PATH=$HOME/.rvm/usr/lib/pkgconfig rvm reinstall 2.3.3 --with-openssl-dir=$HOME/.rvm/usr

Answer 8

Here is what worked for me:
brew install rbenv/tap/openssl#1.0
rvm reinstall 1.9.3-p551 --with-openssl-dir='/usr/local/opt/openssl#1.0'
gem update --system
Cheers!

Answer 9

For older version of ruby 2.2.10 on MacOS High Sierra 10.13.6 the only thing worked for me was:
switching to older OpenSSL version
brew switch openssl 1.0.2s
Than reinstalling ruby using --with-openssl-dir
rvm reinstall 2.2.10 --with-openssl-dir=/usr/local/Cellar/openssl/1.0.2s

Answer 10

So this worked for me:
rvm pkg install openssl
rvm reinstall all --force
I also had rvm autolibs rvm_pkg for readline support.

Answer 11

openssl version: 1.0.2k
This worked for me:
brew reinstall openssl

Answer 12

For rvm on MacOS
First, check and see if you have openssl installed. You should see something like this:
$ brew --prefix openssl
/usr/local/opt/openssl#1.1
If openssl is not installed, do so.
$ brew install openssl
$ brew unlink openssl
$ brew link --force openssl
If you have more than one openssl installed, consider removing all but one to make your life easier.
$ brew cleanup openssl
$ brew list --versions openssl
$ brew uninstall <unwanted-openssl-version-here>
Now reinstall the ruby version, specifying the desired openssl path.
$ rvm reinstall <your-version-here> --with-openssl-dir=`brew --prefix openssl`
Finally, verify that your ruby was compiled with the same openssl it was linked to. If you see the same version twice, you should be all set.
$ ruby -ropenssl -e'puts OpenSSL::OPENSSL_VERSION, OpenSSL::OPENSSL_LIBRARY_VERSION'
OpenSSL 1.1.1d 10 Sep 2019
OpenSSL 1.1.1d 10 Sep 2019
If later you install other versions of ruby, you will need to pass the same --with-openssl-dir argument. Alternatively, I believe you can set the following variables in your bash profile.
export PKG_CONFIG_PATH="$PKG_CONFIG_PATH:$(brew --prefix openssl)/lib/pkgconfig"
export LIBRARY_PATH="$LIBRARY_PATH:$(brew --prefix openssl)/lib"
If the above doesn't work, remove the lines from your bash profile and just use the --with-openssl-dir argument as above.
Ref: https://github.com/rvm/rvm/issues/4562
Ref: https://bugs.ruby-lang.org/issues/12630

Answer 13

For anyone using macports I found the following got things working:
$ sudo port install openssl11
$ PKG_CONFIG_PATH="/opt/local/libexec/openssl11/lib/pkgconfig" rvm reinstall 2.7.5 --with-openssl-dir='/opt/local/libexec/openssl11'

Answer 14

For windows (using Ubuntu WSL), I need to use the different path where openssl is found.
$ rvm pkg install openssl
$ rvm remove 2.4
$ rvm install 2.4 --with-openssl-dir=/usr/local/rvm/usr
$ gem install bundler

Answer 15

Anyone on Mac using homebrew can use this command which worked for me.
rvm install 2.7.7 --with-openssl-dir=$(brew --prefix openssl)/lib