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@h2o
I used to have mine pointing upward, then realised it was too far back - you have to sit way back on a Brooks for it to be comfortable, with the wider bits right under your gluteus maximus, which means pulling the seat forward. If it's far enough forward you don't slide off, and it supports you nicely.
Fed it with Proofide, found a bit of rain not to be a problem, but have never got it utterly sodden.
My experience anyway, your mileage may differ etc.
PS - compared to other saddles, the thing I liked about the Brooks is that it got better. Other saddles I'd get used to, the Brooks got to used to me in contrast - I don't get sore riding it any more, but different saddles are always uncomfortable for a bit before I work them out.