Jason,
as Joel says, I would watch carefully for errors and warnings in the log file.
I just wanted to mention that another testing asset that we have is acs-automated-testing - a package that doesn't install by default. Those tests work on the Tcl API level. Unfortunately, only a few packages are covered. Furthermore, I'm not sure all of the tests pass in the 4.6.2 release, but we should at least make sure that they do for the 4.7 release this summer.
Another great testing tool is Tclwebtest that works on the HTTP level and can act as a user. I have a script that can set up all the data (classes, users etc.) that we use at the dotlrn demo server. See the dotlrn installation instructions for details on how to obtain the scripts.