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Pop up note for clients?

I am trying to figure out if there is a way that we could have a client note or something pop when one is added if we try and check out an asset to certain clients.  Since we are a school district primarily 1:1 some of our schools set a limit on loaners to students and such and we're looking for a quick and easy way to be alerted if a student has reached there max during a specified time by adding a note or something that would pop up when trying to add an asset to a client. 

Has anyone seen this or even know if it's possible?