I like sherry cask bourbons. Rabbit Hole has a nice profile. Makers has some reserve editions that are quite enjoyable as well.
As for general bourbon, I have 2 groups: mass consumption, for which Jim Beam can’t be beat (jack tastes like bananas to me), and classy, which includes the sherry’s and Joseph magnus, which I highly recommend.
Special occasions I break out the Blantons collection…regular, gold, black and green. Always a hit.
And a tip to getting hard to get bottles (blantons, clase Azul tequila, anything not pappy) is find a bar owner willing to sell on the side. Usually it’s an extra 50 bucks over retail.