Four + One: How A Fashion Podcaster Who ‘Thinks About Watches Too Much’ Built His Collection

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A decade or so ago, Kirkland started shaving his head when he realized he was balding. But he needed a hat to cover that bare scalp, so he went searching. 

“I wanted a hat that was a little bit fun, a little bit different. My younger brother, Trevor, worked at Ted Drewes in St. Louis at the time. For me in New York, it was this tiny thing that only a few people had heard of,” Kirkland says. So Trevor would take hats from Ted Drewes for his big brother to wear around New York.

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