Hi @Jstbean ,
Do you mean that:
1)you want to check in student in rolling riders screen;
2)sort the checked items of rolling riders screen based on the checked time in arrived screen?
If so, I suggest you collect checked items and checked in time to a collection, then display and sort this collection in arrived screen.
You could set like this:
checkobox's OnCheck:
Collect(test,ThisItem);
//create a collection with selected items
Collect(collection1,AddColumns(test,"time",""));
//create a collection with a new time colom
UpdateIf(collection1,uniquefield=ThisItem.uniquefield,{time:Now()});
//update with checked time
RemoveIf(collection1,IsBlank(time));
//remove extra items
RemoveIf(test,uniquefield=uniquefield)
//remove extra items
checkobox's OnUncheck:
RemoveIf(collection1,uniquefield=ThisItem.uniquefield)
set arrived gallery's Items:
Sort(collection1, time)
Then the checked items and checked time will display in arrived screen.

Best regards,