Buying bourbon now is like buying a house; the prices are maxed out and people jump on what they want. At around the $30 mark, it’s tough to consistently acquire real winners, and going up to around $50 to $75 really opens up your options. That said, it’s your mouth—if you love (or perhaps don’t prefer) the buttery vanilla notes prevalent in Buffalo Trace products or love (or perhaps don’t prefer) the high rye bourbon produced by Wild Turkey and Four Roses, then that’s your guiding light. Vice versa and back around again.
I’d be willing to try new ones until you dial in exactly what your preferences are. That way, you’ll know exactly what you think of the price tags you’ll see. The good news is the finest spirit in the world is made in the USA, and brother they are making a LOT these days! We’re in the second golden age of bourbon right now.