Depending on where you live & accessibility, my 4 every day bourbons are Eagle Rare, Bulliet 10 year, Weller Special Reserve & Buffalo Trace.
My special collection includes Michter’s 10 year single barrel, Blanton’s, Old Weller Antique & some Pappy.
The main thing is to try a bunch of different bourbons that use wheat or rye, try different ages of the same bourbon family and decide if you like it neat, with ice or water. I’m not a big fan of Bulliet, but I love Bulliet 10 year. There are some I don’t like neat, but love with a little water added. There was a limited edition bourbon out of Knoxville TN that I love on ice. Thats the best part, trying a bourbons different ways to see what you like best.