Apparently the Captain, of the musical duo the Captain & Tennille, has been around a lot longer than we imagined. I give proof with this vintage snapshot from the late 1940s to mid-50s.
(SOURCE: Captain & Tennille)
Or maybe it's Randy Newman.
The truth is I have no idea who this jaunty sailor is. He is just one of several thousand photos I acquired in the past few days. It was a bonus weekend.