Sorry Scook - I voted before I read your post completely. I feel it should be updated "more" frequently, but understand that monthly is probably (possibly) excessive - especially if this affects resources applied to program fixes and enhancements.
That being said, I would believe that it shouldn't be a big deal to generate a pdf of the help file, should it?
No offence to Cake, but an up to date Reference Guide is more important to me than a Start Page or changes to the CCC. Just my opinion.