The CMMS is a data base, a store of information.  When the time comes around for it to print out the PM or work schedule, it will only give out what went in.  If good accurate information is not being entered in a clear concise and easily understandable form, then there is no way that good work instructions will come out.  
For example the PM for a job might specify “Grease all nipples” on a machine part.
Maybe an operator who has intimate knowledge of the machine might know exactly what to do. Maybe ?  Then again maybe not, how do we know that all of the work has been done to the required level and standards.

The very least I would do is to specify the number of nipples. Ideally I like to to input a drawing, schematic or diagram which is then attached to the PM with the exact number of grease nipples specified and marked plus the type of grease to be used.  Depending on the normal plant maintenance procedures I want the operator to witness grease going in or verify the greasing procedure and I want excess grease to be cleaned from the nipples etc.
If there is a problem and for whatever reason all of the nipples are not serviced, this needs to be clearly documented on the return sheet with the reason why.  In dirty environments it's very easy for nipples to be buried in sediment and missed – for ever – until there is a breakdown.

To summarize, be very specific and don't assume.  Yes, the regular operators might believe that they have pretty good knowledge and think that this is an overkill, but it is surprising how many times corners can start getting cut with regular maintenance procedures and pretty soon that becomes the norm and the next operator coming along gets taught the reduced procedures and doesn't know any difference.

Also, depending on the maintenance procedures at the plant, good clear unambiguous PM's mean  increased flexibility and that the work can be performed by any capable operator. It doesn't restrict the work to only operators who have intimate knowledge of a particular piece of plant

Read part 1 - The Computer Maintenance Management System (CMMS) - is it working for you ?

& part 2 - Computer Maintenance Management System: Capture the Data – Close the Loop