I cannot tell the difference between things that have truffle oil and don’t. Obviously, if a recipe calls for oil for browning, that’s something different. But cook it with extra virgin olive oil or truffle oil and I could not tell. At best I might like the olive oil better. :)
My point is, sometimes there is a difference for you and sometimes there is not. If you cannot hear a difference, don’t pay for it. :)
Also, my own personal goals are different. I’m not out to spend as much as I can. I’m out to spend as little as I can for the same value. So for me, finding a $20-$40 bottle of wine that brings me as much pleasure as a $300 bottle of wine is a win.
When it comes to whiskey, finding one I'll drink, at all, is hard. Whatever my whiskey drinking friends are fascinated by I usually can't drink them at all. So sure, some fancy Japanese whiskey may be worth $100 on the market, but for me, it is worth $0.
Best,
E