Training Week 2 Update...
As described, we were able to set up a training module for our secretaries and directors which was VERY helpful. I had a main computer hooked up to a projector and each secretary had their own laptop to work off of. I came up with a list of "tasks" that I wanted them to accomplish (e.g. log in, change passoword, customize skin, customize tabs and layouts for each module, etc.). I then walked them through each task on the training database data and through various scenarios (adding a clubber, assigning a book, check-in, etc). We finished up by walking through our pre-club registration process and how we want that to run. Between the two weeks, we spent about 3+ hours going over the db (however, some of it the second week was repeat for those who weren't there the first week).
Overall, the feedback was really good. It helped having the computer for them to watch and then the opportunity to practice it on their own w/o fear of messing up the database. I am planning on distributing the User Guide to the secretaries to review and having one more session for them to set up their accounts in the live database next week.
Thanks for your advice and help setting this up.