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I did the PCT this summer, and I went through a variety of shoes. All drained well, as far as I noticed.
Brooks Cascadia: Barely made it 500 miles. Blew out on the outside of my foot near the toes. My theory is, my feet were too wide, or grew too wide during the hike, for the shoe. Not a lot of support or firmness in the sole.
Montrail Hardrocks: Most hikers swore by these. Last 900-1000 miles, lots of support, very firm sole. Heel cup was too big for my feet - I ended up with bloody heels after 200 miles, and had to ditch them. If they work for you, though, stick with them - you'll save a lot of money that otherwise would've been spent on replacing shoes.
New Balance 809s: The shoe I eventually settled on. Lasts 700-800 miles (longer for some hikers I knew), and wide enough for my feet. Not a lot of support. Somewhat firm sole. Traction on smooth wet rocks was poor compared to the above.
Had no problems with ankles. I rolled them, yes, but never seriously. They get stronger as you hike. Poles helped immensely.
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