This category was the hardest and most frustrating thing I have ever done! It's all rng including the bounty challenges (which are randomize) and the showdowns using the "Go All In" strat. The reason why I restarted the tournament two times when starting the first, because the "First Bounty Challenges" & "Liquor License" cutscenes are unskippable and getting these before having the npc's bounty item cutscene (which are also randomize) makes it even longer. So I decided to start my run after forcing to watch two unskippable cutscenes, and that way I can actually skip their cutscene if I lose their bounty item and reset the tournament.