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There are countless examples of wildland firefighters and us military injuries wearing clunky boots and packing 30+ pounds. I really would not recommend running in footwear that makes you land on your ankle every time.
I think the ultimate out pill is the native american route and using less. Barefoot, sandals, moccasins, lightweight. Don't be a retard and purchase The White's high step classics that a worker is going to use for your out adventure so that in 20 years, you are instead on /w/ for /wheelchair/, contemplating what wheels make the best tread.