What sort of stuff are they pulling? Like sending down a five dollar cocktail to keep someone spending 20 bucks a hand at the craps table?
I used to date someone whose father had a rather severe gambling addiction, and this is exactly what kept him coming back. When he talked about it, it was clear that what he was hooked on was the feeling of being a winner. Someone surprising you with a free drink and telling you it's because you're part of an exclusive club for winners gives some people that feeling even when they're objectively losing.
And that is the textbook definition confidence artistry: tricking people into thinking you're their special friend as a means to extract money from them.