I like it. If I HAVE to nitpick I would say your tie is too strong and vivid displayed on a plain white shirt. Reminds me of a 19th century western banker. Maybe a vest with 6 buttons, and a solid color skinny tie? Or if you like this old look why not throw in a gold tie bar! That would make you look really white collar corprate.
Ya but what you are suggesting can easily turn into 18th century bartender. Some upper arm bands, some red eye and you are good to go.