How many gun owners do you know? I know a bunch. They're an odd group, insomuch as they are not as simple to peg as some might think.
Sure, some are Dukes of Hazzard beer swilln' hicks, but others are top-grade software developers, teachers, and engineers.
I'm skeptical about selling CLI apps in general, but I don't think it's made any better or worse when targeting gun owners.
(To the original poster: go grab JRuby and Monkeybars and bang out a cross-platform GUI version!)