Pops was a codger blend guy as I recall: Borkum Riff, Captain Black, etc. Kills me in hindsight that I didn’t step in to keep his pipes; he tended to buy nice things for himself when he was a bachelor….
Maybe you could find a few estate pipes like the ones he smoked?
smokingpipes.com has tobacco reference pages and a nice tobacco locator function. I think most people start with an aromatic or mild OTC blend. Unless they have someone steering them towards trying the other offerings- English, Virginia, burley centric blends... and the many final final forms and cuts of those tobaccos.
Enjoying trying a few in each category; it’s part of the fun and enjoyment of pipe smoking. Everyone’s got different baccy that “hits it outa the park“ for them. When you find one, you’ll know it, Enjoy the journey!