That is the best way to learn how to appreciate whiskey. If you already have one that you like you already have a bases to work on.I don't think that my tongue is as educated as it could or should be when it comes to whisky tastes. I have always had the same whisky and I just know that it tastes good. Maybe as time goes on and I get to tasted different kinds and ages I'll develop an opinion...
I think that aged whisky is going to be better. It might cost a little more but it depends on if you want to just get drunk or if you want to drink some quality stuff.
I completely agree with your explanation. The more the whisky imbibes the flavor of its container the more are the changes in its taste and flavor.The two things that matter with whisky is the wooden barrel its stored in,and the enviroment its stored in. The barrels are usually toasted or charred when they are built and this creates a layer of charcoal,that filters out the rawness of the spirit. Over time the wood adds flavor to the whisky,and the more you let whisky age,the more it tastes like honey. Also scotch is aged in more humid enviroments and bourbon in drier,so the more the age the more complex the taste is and it has a higher price.