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OpenLDAP + FreeRADIUS + SSL/TLS
If you already have a working OpenLDAP and FreeRADIUS setup, but are not using SSL/TLS you can try out using stunnel on both sides of the connection: http://www.stunnel.org/examples/generic_tunnel.html
It's not quite as elegant as using each project's built-in SSL/TLS support, but you can set it up without mucking with your current configuration too much.
Setting up OpenLDAP to support SSL/TLS is documented here:
http://www.openldap.org/faq/data/cache/185.html
The default radiusd.conf supplied with FreeRADIUS also contains
examples for how to setup TLS on the RADIUS server side of the
operation.
Hope that helps. If you have any other questions don't hesitate to send them to wireless-security@nww.com.
--Andrew