Sanhedrin 25 - Those Ineligible to be Judges or Witnesses
Those who put personal gain above the law are suspected of accepting bribes, but what is the problem with gamblers? Rabbi Yehudah supposes that if all he does is gamble, he is not knowledgeable in the law or the ways of commerce. Therefore, if he has another trade, he is eligible. The first Sage considers gambling a form of theft: his customers don't really expect to lose, so when the gambler collects his wins, he is a robber.
Art: The Gamblers by Michelangelo Caravaggio