for the exception :

did you tried to put the lib jar in the libs of the 
\deploy\jboss-portal.sar\portal-server.war ?

or in the lib folder of the sar : \deploy\jboss-portal.sar\lib ?

for authentication propagation :
it depends what you do in "the lib"
the portal-server.war is in charge of authenticating the user for the portal.
the jaas login module is used for the security domain of the portal.

if "the lib" is supposed to provide authentification for other thing (like some 
ejb you will use later in the portlet), then you may have to propagate the 
authentication.
or at least, modify the portal authentification so it is extended to what is 
needed else where.

anyway, it depends what you do in "the lib". 
and it is understandable you don't talk about this on a forum, if it is a 
security matter of your system.

may be look at some acegi security system integration with the portal : there 
are some post, and a wiki about this.
may be you'll find some thing about your problem.



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