The Servlet classpath files and web.xml file generated by the most recent WOProject Ant builds are at least _part_ of the problem (I'll document it) and by manually fixing the Classpath and web.xml files, I've gotten the error to change to:
[2008-03-13 10:05:59,926] <http-8080-1> NSLog$Log4JLogger - <com.webobjects.appserver._private.WOStaticResourceRequestHandler> Unable to get contents of file for uri. file: /Library/WebServer/Documents/MyApplication/WebObjects/MyApplication.woa/eowebstart/com.webobjects.eodistribution._EOWebStartAction/webStart/JavaClient.jnlp; uri: /BakeryManagement_D2JavaClientUI/WebObjects/BakeryManagement_D2JavaClientUI.woa/eowebstart/com.webobjects.eodistribution._EOWebStartAction/webStart/JavaClient.jnlp
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