Never mind his hat, I'd love to know more about the pipe.
I have plenty of cards that show big beautiful hats, including this one, with the generous addition of glitter.
It also has an amusing message on the back.
The message to Lloyd Robbins of Frankfort, New York was sent in November, 1907:
Would like to exchange postal if this card is ans. I will send better one
Lillian Rhodes
31 Maple Street
Gloversville
I didn't find anything definite about Lillian Rhodes, but Lloyd Robbins, born in 1897, seems to have been inducted into the military in 1918.
More exciting hats can be found at Sepia Saturday.