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Thank you sirs.
Handled a Jolly Rounder...too small for me but neat to see, academically speaking.
I wouldn't recognize that hat in the illustration but I do like my old ads since my degree is in commercial art. The one I handled was really well preserved and had a soft, velour-like felt. I almost bought it but I'm getting tired of stretching hats (and boy are my arms tired).
It's a 1950s VVL, a model which debuted in September 1952. It lasted until at least 1966, but this is definitely '50s. That liner is quite common mid-'50s to circa 1960.
Brad