6/6 times reaching the Alpe du Zwift I landed and received the gloves. (Only receiving then the first time around of course)
It does not seem likely. Is random broken? Do you initialise it with the same seed and don’t keep track of already keep track of how many numbers you took out, or the state of your pseudo random number generator?
I’ve climbed it 10+ times. I stopped climbing it because I got annoyed my constantly getting gloves and helmets on the wheel.