Bulleit is a great bourbon IMO. Buffalo Trace is great too, a bit more rye forward. My favourite though is Wild Turkey 101. It's also rye forward, so not as sweet. Also high proof allows it to stand up better in cocktails with more ingredients (ie not an Old Fashioned or Manhattan, more like sours, etc)
It really depends on personal taste though.. Bourbon vs Rye is basically sweeter vs spicy, but they can all range in between those flavours.
This is all just from my own experience, not speaking from authority here at all, and I could be totally off base. Exploring spirits and cocktails has been really fun
Might as well share a cocktail while I'm here right? How about this
The Last Word
I think this was created just before prohibition, and kind of got forgotten until the latest wave of quality cocktails started and it was brought back along with so many others. If you don't feel like a typical dry cocktail (Old Fashioned, Martini, Manhattan) this will give your tastebuds a kick in the head. Super aromatic with the maraschino, very herbal, green, fresh. Very tart and dry, again with the maraschino and lime, but the Chartreuse gives it an herbal depth... Then finally you get the gin notes (juniper, whatever else is in there). You'd want to use a less delicate gin here - no need for Botanist in this case. Tanqueray is probably perfect, or Beefeater.
I hope someone else has tried one, or will go try one some time, and can hit me up with a reply on what they think of The Last Word. It's one of my favourites, if not my favourite right now, but you have to be in the mood for it.