While it's subtle, those attorneys with fewer billable hours usually want to know how the other attorneys reach their goals, even though they may leave the office at the same time. Pair the computer illiterate attorney with a literate attorney. Sometimes, especially in medium to larger firms where there are several attorneys working on the same case, if you pair attorneys together, they tend to feed off each other. Sort of like the mentoring program firms use when they hire new attorneys. Once you get the lawyer onto the system, don't let them down.
Most firms provide initial training on the system, but few provide periodic training.
The legal profession requires continuing legal education for the attorney for good reason. You want to make sure the legal profession is represented by lawyers who know the law and stay on top of it. The same should be for computer training. Sure it's an additional overhead expense, but without continued training, that attorney will lose his or her knowledge of the system. Follow up with training, set reasonable expectations, and provide the necessary network support.