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There are two sample Java Web Start jnlp files in this directory for starting JRuby and displaying an IRB Console. jirb.jnlp jirb.jnlp uses an unsigned version of the jruby-complete.jar and is run with the standard minimal security permissions that Java Web Start assigns to an untrusted Web Start application. For example while running this version you won't be able to read or write to local directories. signed-jirb.jnlp signed-jirb.jnlp uses a signed version of the jruby-complete.jar and includes this declaration in the jnlp: <security> <all-permissions/> </security> Running signed-jirb.jnlp will start a JRuby IRB console with Java security permissions to interact with the local environment. In Java 1.5 the codebase attribute on the jnlp element does not support using a relative path spec to refer to the JRUBY_HOME/lib directory so the default ant task copies jruby-complete.jar to the jars/ directory and also places a signed copy in signed-jars/. Before running the ant task make sure you have a copy of jruby-complete.jar here: $JRUBY_HOME/lib/jruby-complete.jar If you have the JRuby source the jruby-complete.jar can built with this ant task: ant jar-complete Run the default ant task to prepare jruby-complete.jar for both the unsigned and signed sample jnlps. Running the unsigned jnlp sample: javaws jirb.jnlp Running the signed jnlp sample: javaws signed-jirb.jnlp The ant task will create a default jnlp-sample-keystore to use when signing the jar. You can create a keystore and certificate manually like this: keytool -genkey -keystore jnlp-sample-keystore -alias jnlp-sample-keystore keytool -selfcert -alias jnlp-sample-keystore -keystore jnlp-sample-keystore If you change the properties here or in the ant task generate-keystore also edit the values in the file default.properties to match the new values.