This one dates smack-dab in the World War II period. It has the union jack and an English Bulldog on the liner. This is deadstock from a Canadian source.
This cap is deadstock and still has the original tissue paper inside. It has a white leather sweatband and a removable lining, making it more comfortable for year-round wear. These old caps don’t survive nearly as well as felt hats of the era. These were more popular as sporting hats, or with the working class. They were inexpensive, they were treated rough and they were thrown out. Most deadstock you see is in smaller sizes- the ones that were harder to sell.