Any on-car worth a lick is going to question why any driver is going back to the same stop 3 times a day.
I doubt that it happened 3 times. I frequently do not have time to deliver air and ground at the same time. I was told by every supe I have ever had that if I delivered any ground with air, to do it all; as soon as you do a ground piece with air, a subsequent stop would be dupe. If it is just air, going back is another stop.
To the OPs question.....
We had the same situation a while back.... We deliver to a couple of colleges, on-campus dorms are delivered to the dorm PO Box office and student employees deliver them with a student's mail. Past practice was to record each individual dorm room # and do 'LA res' for all of them. Could be anywhere from 10-15 'stops' at each dorm, even though all pieces were being delivered to a mailroom. We were told to sheet all as 1 stop, either sheet them all with no individual room # or prerecord and hit 'dupe' for each.
Same would work at a business. If there is a strip mall that gets all suites delivered to 1 point, it would be 1 stop. IF they are routinely delivered to each suite, but every now and then, a business is closed and you leave it at another suite, that would be multiple stops, do dupes.
Another example would be the current "Fingerhut." They have always received packages to the same address, but 4-7 different business names. They all go to the same dock, so it is 1 stop.