Diablo,
If on the fence, recommend getting all four four roses single barrels. They're all different recipes, representing 4 of the 10 recipies that four roses uses:
http://bourbonr.com/blog/ten-recipes...roses-bourbon/
Four roses puts out good stuff, and if they're store selections, these bottles are likely above average - fun to taste and compare and hone in on which you like best.
Re: rye. I've kind of made up my mind to hate whistlepig, so take this with a grain of salt, but off the top of my head, easy to fond rye that's much cheaper than boss hog, and I'd buy first even at the same price point:
Knob rye ($20-$30)
The new willett 3yr? Rye ($30-$40)
High west double rye ($30-$40)
High west rendezvous rye ($50-$70?)
Taylor rye ($60-$70)
Angels envy rye ($70-$80) - not a an every day sipper, but nice after dinner for a change of pace IMO