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Yeah. There's no designated breather hole. There is enough of a gap somewhere for stuff to go in and out.
Bit like my lefty 2.0. Which is kinda worrying for the same reason!
In Roger's case I'd guess he either lost the Alfine lottery and it was duff from the factory or yeah, it barfed the oil out somewhere. You'd probably get too tired to back off properly when shifting too, so I imagine the guts suffered as well.
You'd need a lot of experience with the hub to make the distance I reckon, but if you rode one which had 800 trouble free miles or so on it, you'd get there if you knew what you were doing.
That could be a killer on TCR. There will be huge air pressure changes due to:-
I'd also worry about what also gets dragged back in through the breather hole.