There is a contagious cold moving around the area, so sorry for the slow replies and my lack of any coherency.
Some of the bean selections also depends on your goal: Flavor profile, brewer choice, and how it was prepared. You can also use the steak gradient scale on beans. Light to medium roast is similar to rare to medium steak and medium dark to dark roast would be equivalent to medium well to well done. Adding flavorings, milk and sugar could be looked upon as similar to adding steak sauce.
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Light to medium roast can deliver a very clean cup with bright flavors but will be light in the roast flavor a lot of people are used to. These roasts can be harder to dial in, quickly stale, and is less forgiving in your mistakes which requires stricter QC when prepared. Good on its on with no milk or sugar needed because the beans naturally provide a flavor profile.
Medium dark to dark roast really punch through milk and other dessert drinks. Has a big margin in preparation mistakes, appears to stay fresher because of the dark roast, and has that deep roast flavor most people are used to. You will generally taste more of the dark roast than actual bean flavor. Best used as a mixer, traditionalists dark roast flavor profile, and/or a blend to lighter tasting beans. A lot of people try to balance out their drinks by adding flavorings, milk, and sugar.
As a lot of people know we have different flavor profiles needs depending on where you live. West Coast is known for more brighter flavors which East coast people might not like as much. No one is forcing you to like the West coast style but you should be aware that it is the future of coffee. It dominates the coffee championships and is quickly becoming the norm in the high end cafes around the world as more people become enlightened.
I myself like variety. There are times when I want something dark and there are times I want something light. Sometimes I like my coffee drip brewed and sometimes I want an espresso. Most of the time I like my drinks neat but every now and then a Latte is fun. I will have to do several cupping classes to feel comfortable discussing what roast profiles I like best with what type of bean. I have tried lots of varieties but not 1 session where I have 1 type of bean, from 1 farm lot, roasted different ways.
Gregory's coffee tasted great. It had a lot of chocolaty flavor without tasting over roasted.