For a good cheap, every day type bourbon I go with W.L. Weller Special Reserve. A 1.75 is only about $24 in some places and it's 90proof. Many of my friends have converted to this as well. It is now distilled by Buffalo Trace (which is another good one). Old Forester is another good one that's generally just a couple bucks more than Weller.
For better sipping...
Booker's (my personal favorite but most expensive on this list)
Maker's has great advertising and the dipped wax bottle is great but isn't my favorite. It's not bad but I would take a 1792, Woodford Reserve, Knob Creek, or any of the other's I've mentioned first.
Jack Daniel's is a whiskey, not a bourbon. It does not have to be made in Kentucky to be bourbon but there are certain rules to be classified as bourbon (such as made from a grain mixture that is at least 51% corn, and aged in new, charred-oak barrels). If I remember correctly, about 90-95% of bourbon comes from Kentucky.
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