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Todd Snyder is one of the most influential menswear designers today. The former director/VP from Gap and J.Crew has collaborated with quite a few iconic brands (Timex and New Balance are the first that come to mind) over the years, but his most recent collaboration with Red Wing might just be our favorite. Everyone already knows that Red Wing makes one of the best pairs of boots, but your fall style options get even better when Red Wing works in tandem with the iconic designer. Heritage boots. Haberdashery treatment. Iconic styling, classic construction and a modern, yet durable, Vibram lug sole. There’s not much we don’t love about this boot, which is why we’re going to let Todd Snyder chime in with his feelings about it. “Having long admired their unique mix of utility and sartorial statement, with each pair truly built to last, it was an honor to collaborate with the Red Wing team to create a new boot with our signature styling.” In short, it’s a classic boot with updated styling that’s only going to look better as you beat the shit out of it over the years to come.

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Howler Brothers flannel shirts bring buttery soft warmth to your fall lineup. The Harker’s is simple enough to be a staple in your closet but funky enough to stand out. The Stockman Flannel Snapshirt warms up western styling with a tonal western yoke and metal snaps so you can rodeo your way through winter. The Stockman Stretch carries the same DNA but also adds a bit of stretch to the bloodline. They’re all soft, versatile and ready to keep you toasty wherever you roam. The only issue is that it’s tough to pick just one.