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The best product I've found for waterproofing leather is Redwing Boot Oil. It penetrates deep into the leather and last longer than anything else I've tried. It's the only thing I use on all of my leather.
Definitely waterproof overboots. They look goofy but they definitely work. I don't like waterproof boots as I find them to be too hot most of the time.
Another happy Sno-seal user. Been using the stuff for years. The paste type, not the liquid spray.
I put my boots on the 'shelf' in the dryer and get em' nice and warm before I start applying the paste. The stuff melts like butter and the leather soaks it up nicely.
Not saying it'll make a pair of unwaterproof boots 100% waterproof, but it helps a lot. Nice conditioner too...
+1 on the Huberds, its about the only thing I've ever used. Work it into the seams and welt really well. Let it dry and repeat. I do my boots 2-3 times a year. After a few years the leather gets as soft as a baby's ***. JMHO, YMMV, etc.
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