Dear Oakland

Ep. 6 Heads or Tails


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This week, we’re joined by Kylee and Lou Lou, the duo behind Heads or Tails Collective, a vintage clothing store celebrating bold expression and secondhand fashion.

San Francisco native Lou Lou grew up surrounded by costumes and props, shaping her fearless style and love for unique textiles. Kylee, from Wisconsin, embraced bold fashion despite standing out in her small town. Their shared passion led them to Oakland, where they turned friendship into a business.

Join us as they share their journey, the challenges of running a vintage shop, and why fashion is more than just clothing—it’s a way of life.


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