My oldest are 100 gram tins of Orlik Dark Strong Kentucky and Orilk Golden Sliced, both are from 1997. I also have one tin of the original Three Nuns from 2000, and then 2 tins of Hamborger Veermaster, 1 F& T CVP and 1 Escudo all from 2001. I then have all kinds of stuff from 2002 and beyond covering every year until I get to the bulk of my cellar which was bought in 2012 and 2013.
I hope Lestrout posts on this thread as I would be willing to bet, he has tons of stuff that is probably 50 plus years old. There are people who collect aged tobacco like some of us collect pipes and have incredible supplies of aged tobacco. People like this don't think twice about spending 200 plus for a tin of something really rare. I have a 30.00 price limit for aged tobacco so I am not in the category of a tobacco collector.