It’s the golden rule of neo-trad footwear: everything looks better with a red brick sole.
The latest candidate is Keds’ depression-era Booster, the rough canvas version of their classic plim that just got a bright new bottom thanks to Mark McNairy. The result is the best kind of high-low fusion. The bottom is the same kind of 19th century style as your $200 saddle shoes, while the upper is some of roughest canvas this side of burlap. Hopefully you’ve got equally rugged socks.