I don't think there's ever a skill level where you're guaranteed to win if that's what you mean unless it's skill in using F5. You might lose less money raising gambling at Fury's, but personally I prefer poker. You do eventually get to where you can reliably profit at poker if you play well but you won't win every hand. You'll have to get a feel for which hands to fold and accept that you're going to lose sometimes unless you get a 999.What Gambling skill level do I need to regularly succeed at the Dockside Tavern?