Reddit reviews The Best Bourbon You'll Never Taste. The True Story Of A. H. Hirsch Reserve Straight Bourbon Whiskey, Distilled In The Spring Of 1974.
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Second question: How much do you want to spend? I can point you to a bottle of AH Hirsch 16 year for $1200. It's not worth 1/10 that, but I highly doubt your friend has tried it!
http://www.amazon.com/Bourbon-Reserve-Straight-Distilled-ebook/dp/B008076O6E
http://www.amazon.com/dp/B008076O6E