Whenever my dad gets ripped off by a company on goods or services, he's been known to grumble that the perpetrator is a "buckshee outfit." I used this phrase in casual conversation recently and elicited a few wrinkled foreheads, so thought I should check the dictionary meaning of "buckshee." I'd always thought it meant "fly-by-night" or "jackleg."
Merriam-Webster defines the word only as a noun and indicates it's the lesser-used variant of
baksheesh, which in turn derives from the Persian word for "gratuity." Meanwhile,
American Heritage defines the adjective "buckshee" as meaning "free of charge" or "unsolicited or gratuitous." Neither sense is pejorative (unlike the phrase "buckshee outfit!"); but American Heritage does offer the following sentence from the
Financial Times as an example usage: "The title was a bit of
buckshee deceit, and had little to do with the plot."
This usage of buckshee suggests the use of something gratuitous to cheat or deceive. So, by extension, a "buckshee outfit" could be a company that regularly uses cheap gratuities or other means to rip off its customers. Then again, it could just be a malapropism, which would explain the wrinkled foreheads.