Kpw, thank you for taking the time for such a detailed answer it was very useful.
I think the issue I am having with the higher priced bottles is just that high price moat everyone comes to in any hobby or interest. The point where they have to jump over that line of expense and dedication.
It is naturally somewhat of a nervous adventure, especially due to the fact that I am just starting out in my career and although I am single and have some disposable money right now, it has to be maximized for benefit. There have been more than one occasion where I felt robbed of $50 by a bottle and wished I could return it with a broken seal. And seeing that I cannot get samples in my area, this would make an expensive bottle a risky gamble.
It is exceedingly frustrating to not be able to obtain samples. You have no idea how bad I want to just be able to order a sample from somewhere, but my state laws do not allow shipment of alcohol at all. I have looked into tastings in my area but all I have been able to find so far are expensive charity events and a Scottish festival down the road with undisclosed samples (most likely readily available 12 year malts). In addition, every bar I have been to carries only Glenfiddich or Glenlivet with the regular blends.
My entire life I've heard people complain about my state's liquor laws, but I never cared myself until recently. Before scotch, alcohol was just alcohol and drunkenness. But now they are a legitimate pain in my rear. But at least I don't live in one of the MANY dry counties in Oklahoma, eh!