In some cases they continue updating data until the last minute. A good example of this was Indiana Jones FastPass, which has been available for many years but was suddenly not offered in June because of the POTC premiere. If you had run earlier itineraries which assumed IJ FP, those would not longer work. What RideMax did was add a special message that popped up when you started RideMax telling everyone about the change and advising people to rerun.
In general even if you run itineraries now, you should always rerun those as close to departure as possible to make sure you have the best data possible.