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I assume you are asking specifically for Stetson? If so you might want to also post in these threads for wider exposure.I just purchased another Stetson derby. Hopefully it fits. I won't have it for some time due to shipping. What I liked about it is the embroidered liner, I do not see often.
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I believe that based on the size tags, this hat is from the early 1930s. However when you look at the exposition medal liner, it would normally not be from the 1930s. Would this hat be very late 1920s, or very early 1930s?
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Here are some other dating details. It is my understanding that leather sweatbands that were not sewn together (taped) at the ends was pre 30s? But the bow is not frayed?
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https://www.thefedoralounge.com/threads/pre-1940s-stetson-dress-hats.42859/
https://www.thefedoralounge.com/threads/stetson-exposition-medals.49267/