Buying the uniforms for cheerleaders is at the top of my Most Hated list:
1. Once the students ask for new uniforms, you cannot order them until the NEXT day (unless you get asked at more or less exactly 16:00) because the shop owner leaves by the time you get there;
2. Once you order them, it takes a week for them to be delivered to the shop;
3. At this point the delivery to the gym depot happens at 8am NEXT day;
In other words, it takes a total of 9 days, and the stat hit for "not having them yet" has a cooldown of 7, or you avoid going to the Sports Area until then, which means no Gym, Swimming Pool, or Changing Rooms since SA is the "entryway" to those locations.
Avoiding that stat penalty makes me feel like some circus animal jumping through hoops.