Craig,
Welcome to the arena! While you can put experienced operators and new operators in the same class, I always let experience do some of the talking. The experienced guys talk about their past and "craziest" moments, and the new people usually have the jaw dropping experience.
I try to pull them all back together by reminding them that new operators can start out by learning good habits, while those experienced operators will have to forget the bad ones (hands on the outside of the cage, lifting/lowering while driving).
This makes floor evaluations not so challenging. After the class you remind the experienced guys that they need to learn out the bad habits. New people take longer to evaluate based on comfort of the equipment. Sometimes it takes longer than you would expect, but then it's time for a manager or supervisor to evaluate the training time. Some people just take longer.
I use the same evaluation for new and old alike. I point out bad habits to improve on, and just train the new people until they are done. Depending on how difficult the equipment is (average learing time), and the difficulty of the environment.

If you need a copy of any materials to use or want more information please feel free to contact me.

Mark Abraham
[email address removed]