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402 N. Fourth Ave.
Israel Zavala's street wear clothing brand Underestimated City, also known as RepTuc, dons logos and style synonymous with Tucson. Zavala started with T-shirts and home-made stencils. Now you can find shirts and hats with his now-familiar logos, with the name of Tucson in an ornate font reminiscent of '90s skateboarding scene, in his brick-and-mortar in the heart of Tucson, on Fourth Avenue.
Runners up:
2. Laura Tanzer (Laura Tanzer Designs)
3. Diana Williams (Worst Western)