I am not a hoarder, but I do frequently get a couple different days for a few of my reservations. As many have said, I am at the mercy of Disney releasing things at different times. So I booked my ADRs at 180. But I had to tweak when they released Candlelight Processional packages a month later. Now they've released Rivers of Light packages, so I will have to tweak again based on if I can get one of those. Then I will tweak yet again when my FP+ booking opens depending on when I can get fast passes. And I may have to tweak even more if they change park hours last minute like they are known to do. So while I don't hold 5 of the same thing, I do make our must dos on a couple days for the reasons I listed above. If Disney wouldn't constantly change hours and release things at random unknown dates, it would make it a lot easier.
ETA: I never get multiple for the same day and usually do this with only a couple favorite restaurants. So I may do one Ohana reservation on two different days of the trip. And I will release whichever one doesn't fit into the schedule.
This is how I used to run my trips as well. My original frustration point was around someone that might have the following:
8:30 am BOG
8:45 am Tusker house w/ Donald
9:15 am BOG
9:25 am 'Ohana
9:35 am BOG
10:45 am Chef Mickey's
Exaggeration a bit, yes I know (but not by much). I know it's a widespread issue, but it doesn't make me any less frustrated. It also doesn't ruin my trip because I get to go often enough and I don't plan my vacation around food. I think I really just shake my head at it now.