troubles with RVM and OpenSSL

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
F         


        

Answer 1

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.