I am not going to hang my tobacco enjoyment in the years to come on the dubious hope that someone else will step in to sell me what I want. Especially when I can buy it cheaply now.
I really and truely cannot see one single down side to cellaring as much tobacco as you can. People can say its chicken little syndrome, but even if it is, there is zero downside.
Who says it's chicken little syndrome?
There are a few downsides, like blends that don't improve, or get worse, with age. There are tins that fail and jars that fail. Blends you fell in love with and now you want a divorce.
But if you really feel that smoking a pipe is something that you enjoy and want to continue to do as long as you can, then by all means build up a stash.
If you later decide enough is enough you can always find some
sucker fellow pipe smoker, to whom you can
gouge sell your
crap weed discerningly fine vintage blends, just as long as you do it face to face off the back of a truck in a back alley at midnight.