I agree in the hypothetical ideal case (recent, mint, in which case where it comes from is moot point). However, I see many times someone pick up a dusty old Brioni or Kiton and then slam a large price tag on it.
I dont get it, why would someone pay $400 for a thrifted Kiton jacket that is in so so condition, over 10 years old, and to top it off, with the understanding it was thrifted for 20bucks or so.
An Off fifth close to me has a brand new Kiton jacket for $899 with a further 30% off. Given a choice: Would you guys pay $650 for a new Kiton jacket from retail, or $400 for some beat up old thrifted Kiton that needs a tailors magic to make it look even passably contemporary?
It bugs the shit out of me why some folks value thrifted stuff at half to full "discount" retail.
I contacted a guy here about a thrifted Kiton shirt, and he slammed a $140 price tag on it refusing to budge a dollar. I went to a local Saks Off Fifth and saw a heap of Kiton shirts selling for $179 with a 40% off. So that is $108 before tax. Cheaper to get new from retail than some folks here trying to flog their thrifted wares.
/ End Rant
You've hit, precisely, the advantage to the TNSIL aesthetic. Stuff can be 50, 60 years old and still look good. Not long ago, I sold a vintage BB tweed jacket for $90 and had a ton of interest at that price. Just let a pair of shell Aldens go for less than my asking price to a guy who gave me an Hermes tie a few months back. I could have easily squeezed another $60-$75 from the shoes--I had more than a half-dozen PMs in the first few hours--but I'll make a larger profit in the long run. I see what the latest Tom Ford foolery, new or secondhand, is selling for, and the Kiton, etc., and I'm thinking folks are sartorial Sisyphuses, which perhaps fuels the need to ask outrageous prices and suck every last penny from things. Changing your wardrobe every couple-three years to keep up with the times takes, I imagine, serious coin. Just getting comfortable in the 1950s is expensive enough. Rant over.