Maybe just buy a Fed IV to start with—they’re cheap and rugged and have that 1930s look—and a LOT of people on this site love them have experience with them. Once you get used to that you can start getting a sense of what direction to branch out in.
Sometimes you just have to listen to the hat. This unlined Strat Medalist has been giving me trouble for years—never looked right brim down. Now that I’ve stopped fighting it, it is one of my favorites.
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