Ron Swanson

I know this is an old post, but I beat Challenge 10 and haven’t seen this posted anywhere else: if you’ve beaten the game, replay “A Fine Night of Debauchery” from chapter 4. You have to lost the first hand to get everyone but the other guy out. The next two hands are programmed for you to win, however. Win those hands and complete the mission (you must complete the mission for the hands to count toward your 3). When you are back to your current game, save it immediately. You’ll have 2 of your 3 straight wins completed. Ride to the nearest poker game you’re good at and win your first hand. My suggestion is to immediately go all in and bluff the other players; it should work. If it doesn’t, reload your previous save and try again! Hopefully this helps some people who are stuck.