jruby-openssl is java platform gem - which ruby are you using to install it ?

regarding rubygems.org showing the wrong version is expected behaviour rubygems/rubygems.org#954 (comment) even though from the jruby-openssl it is not wanted.

This is on a Docker image built from jruby:9.1.14.0 (https://hub.docker.com/_/jruby/)

i had to add this line to make this work
gem 'jruby-openssl', '0.9.21', platform: :jruby

if this is a jruby docker image I suspect that jruby is running bundle install and this should pick the right jruby-openssl by default.

just double check on regular jruby install it just picks the right and latest or second latest jruby-openssl version. question why is the bundled default jruby-openssl gem coming with jruby not sufficient ?

@mkristian i am investigating a performance issue and was trying different versions of rails5.x/jruby and decided to pick specific versions and hence the need.
Agree that in the usual usecase one would not hit this issue. You can close this issue, since this thread will act as a guide for anyone else who runs into this issue.
Thanks for your support

@irfn closing but still bit puzzled that you ran into this problem as I could not reproduce it. could be still something on JRuby side to fix.