JD Single Barrel
This is an item that would have value to a strong cadre of JD collectors now ("single barrel," autographed, with sealed bottle of the whiskey that came from the bottle -- this is a confluence of the planets that doesn't come just every day!) and a collectible group that will retain and increase in value with time.
When you sell may depend on (a) how long you have the room to keep this around the house (make sure the bottle is kept in a cool, stable temp environment) and (II) how long you can resist the temptation to crack the cork! If you do drink the devine ambrosia, the group will still have value, but not as much.