What @Skanky@lemmy.world recommended is a good starter collection. Figure out your pallette preferences. Basically avoid the big name labels like Makers (same rule as for beer). If you have a Costco membership, you can get a good price.
Also, an ice cube or splash of water opens up the bourbon and improves the flavor. There's nothing uncouth about having your alcohol the way it tastes best.
Edit: Sorry, just noticed this was a 2 week old post.