There's also the "That Won't Work" person's sibling: the "I Don't See a Use Case" person. In my experience, "I Don't See a Use Case" people require more sophisticated tactics if you actually want to get something done while they're around, not least of all because they move the game to a harder field: "that won't work" at least states a fact, whereas "I don't see" moves us firmly into "belief" territory, and "a Use Case" invites us into the trap of dreaming up our own strawmen for them to tear down one by one.
I wonder if they started out as "That Won't Work" people, but evolved better defenses?
I wonder if they started out as "That Won't Work" people, but evolved better defenses?