re: OT pick me out a whiskey! Update in OP

I am 100% bourbon whiskey man. The only way to know what you like is to try them the way you like your's served: neat, on the rocks, or a mixer.

A really well made/aged bourbon tastes terrible mixed to me, like a super sweet fountain drink. Woodford, Jefferson Reserve, Four roses, etc.

My Go Tos:

Styrofoam cup at the camp or tailgate with Sprite Zero: Charter or Buffalo Trace.
After work at the house: Woodford on da rocks occasionally with a lime.
Nice bar or restaurant celebrating: Four Roses, JR, or Woodford on da rocks.