I have tried, with no exaggerations, literally thousands of whisk(e)ys, and the only one I would pay over $300 for myself is a Glenfarclas Family Cask. I'm am a whisk(e)y hoarder, collector, and consumer... But I draw the line at $120 unless it is a just a smokin gem.
The 1968 Glenfarclas Family Cask, I would probably be willing to drop upto $600 due to sentimentality, but only for a special occasion. I've had too many great whisk(e)ys at the sub-$40/btl price for US options, and under $75 for Scotch, that there are very few "flagships" that impress me. I had this same discussion with the Macallan/Highland Park rep and he got super defensive... Most bottles over $500 are just not that good, there just isn't a whole lot of real enthusiasts buying and trying the old stuff to correct the "status" guys just to prove a point.
Whenever customers come asking for Macallan 25yr or Johnnie Blue, it would be the same as walking into our forums asking for "the most expensive pair of Bose or Beats you have on hand right now"...