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Any advice on how i can photograph it to best show its honest condition. Id then leave it to the group to decide what i should price it at. I'd go with consensus.
You can safely assume that the people who know about Eastman, should be able to assess the condition of the jacket, regardless of the (quality of the) photos.
Eastman is still somewhat of a niche brand. It certainly isn't nearly as famous as the Real McCoy or Schott which is why you'll rarely see their jackets being flexed, even though Roadstar isn't a cheap jacket by any definition.
Just take good, clean photos of the jacket under plenty of light, laid flat on the floor.
But like I said - None of these repro jackets have been around long enough to be considered as truly worn. After about one week of wear, the jacket will look just about the same for the next 5 years - Provided it hasn't been made from leather manufactured to age prematurely - so "pristine" doesn't really mean much in this context.