This seems like it should be the most elementary thing, but "install missing gems" doesn't install the dependencies automatically, making the button nearly useless:
/home/bmanica/.rvm/rubies/jruby-1.6.7/bin/jruby /home/bmanica/.rvm/gems/jruby-1.6.7/bin/bundle install
Fetching gem metadata from https://rubygems.org/.JRuby limited openssl loaded. http://jruby.org/openssl
gem install jruby-openssl for full support.
Unfortunately, a fatal error has occurred. Please report this error to the Bundler issue tracker at https://github.com/carlhuda/bundler/issues so that we can fix it. Thanks!
LoadError: OpenSSL::SSL requires the jruby-openssl gem
(root) at /home/bmanica/.rvm/rubies/jruby-1.6.7/lib/ruby/site_ruby/shared/jruby/openssl/autoloads/ssl.rb:8
use_ssl= at /home/bmanica/.rvm/rubies/jruby-1.6.7/lib/ruby/site_ruby/shared/jruby/openssl/autoloads/ssl.rb:124
Why on earth can't it automatically install the dependent gems? It works fine from the command line.
(As a loyal IntelliJ user, I have to say that RubyMine could use a little more attention - some of RubyMine's edges are notably rougher than IntelliJ's, which I find disappointing.)