the character is a laughable failure as a "charming rogue" type. It's a sure sign that he's not one if the episode keeps TELLING you over and over again what a charming rogue he is.
A problem early TNG has a lot of, I've found watching the HD broadcasts. In "The Schizoid Man" we meet a dickish, rude, unpleasant, bigoted old man who everyone agrees that their impression
of him is 'brilliant', despite the fact the single time he evinces anything remotely resembling brilliance it's his hijacking of Data's brain, a secret until near the end of the episode.
Or "Loud As A Whisper", which gives us a cocksure negotiator who brushes off the very idea
of researching the origins of a conflict as being irrelevant to his job yet is so amazing at it people who've literally never seen him refuse to have their negotiations handled by anyone else and he's responsible for adding the word 'peacemaker' to the Klingon vocabulary.
Yeah. Joe Piscopo as the ultimate comedian role model.
That required more suspension of disbelief than I'm capable of.
In fairness to the episode the ultimate role model was said to be some guy who's great at quantum mechanics jokes. Joe comes up when Data asks for something more lowbrow instead (but he is indeed terrible).