I've been trying to track down a memory leak with our app in TorqueBox. A few HTTP threads seemed to be retaining an entire JRuby runtime by way of org.jruby.ext.openssl.x509store.X509Error$ErrorException. While I'm not entirely certain that's the root cause, when checking out the class I came across a commit message indicating it doesn't play well with multiple runtimes:

https://github.com/jruby/jruby/blob/jruby-1_7/ext/openssl/src/main/java/org/jruby/ext/openssl/x509store/X509Error.java#L34-L35

I'm filing the issue so as to not lose that data. @bbrowning, have you ever come across this issue?