This vintage derby is S.B.A.’s Comfort hat, with a Bon Ton Ivy self adjusting sweatband and positive ventilation which supposedly prevents balding. It measures 20-3/4″ in circumference.
This vintage boater was made in the early 1920s by Knox, and originally sold for $20, making it quite an expensive hat in its time. It has a light russet brown leather sweatband and a pleated lining. It is a 7-1/4, with a 5-1/8″ crown and a brim which measures 2″ on the front and back, 1-3/4″ at the curl of the side.