YMMV / Jack Orlando

• Base-Breaking Character: Jack. The developers did their best to invoke Deliberate Values Dissonance in order to make the game accurate to its setting, meaning that Jack has the kind of unenlightened opinions of women, African-Americans, homosexuals, the Chinese, and other marginalized groups that one would expect from a white man in the 1930's. Some players welcome the refreshing change from other fiction that whitewashes unsavory history; other players feel the course-correction of giving Jack period-accurate prejudices goes too far, making Jack a Designated Hero at best. It can be especially uncomfortable since several of the puzzles (like the infamous scene where Jack steals a cranking handle from an innocent black man after knocking him out cold) are designed to reinforce Jack's xenophobia.
• Big-Lipped Alligator Moment: The European castle, which exists for no reason other than to make sure the Special Edition has some extra content.
• Crosses the Line Twice: Jack's prejudices are bad enough but the way he can go out of his way to be a jerk to random innocent people is near cartoony. He usually has multiple hostile choices with their own branches that let him double down on being hostile for no reason.
  Jack: Are you a psychology student doin' your pratical studies here, or are you just a normal whore?
  Woman: I should punch you in the mouth!
  Jack: Since when do you get feelings that could be hurt?
• Narm: Many of Jack comments on the enviroment are so boringly pointless they circle back into being funny.
  Jack: That looks like a door to me.
  • For a game that takes it's own murder mystery plot completely seriously, some scenes and puzzles are borderline cartoony. One of the first puzzles involves Jack finding a way to pull a ladder, but instead of climbing on a footstool or anything simple, he decides to steal a cranking handle from a black civilian. How does he achieve that? By finding a horseshoe, putting it inside a boxing glove and knocking out the black man with it. And all in front of a witness. Reminder that Jack is doing that after being framed for murder.
    Jack: I had to do that.
    • At one point Jack gets framed for a second murder, implying a much deeper conspiracy but his only reaction is to be annoyed that he has more work to do. The police then tells him to wait in place while they talk with the witness so Jack has enough time to walk away from the crime scene.
  • Jack's action menu is a bullet and two of options are fighting and gun. Even if it's almost never the solution, the fact that Jack can threaten violence against any character makes him look cartoonishly unhinged.
    • At one point Jack will be surrounded by thugs and must find a way to escape. What does he do? He pulls his gun and opens fire randomly to scare them away while heroic music plays. While he's acting in self defense, he could've fired a single warning shot at the sky, not unload the whole gun around him.
  • The game has dozens of useless items and they all go inside's Jack's coat. While it makes sense to have red herrings, it doesnt make sense for Jack to fill fill his pockets with literal garbage like fish bones, banana peels and broken bottles.
  • The voice acting and localization ranges from acceptable to comically bad or racist. Conversations don't follow naturally and Jack's attempts to threaten or trick people make him sound like a drunk man making stuff up as he goes.
    Jack: Is this your laundry?
    Chinese man: No, no. My brotha has raundry. I only help him.
    Jack: Can you wash your whole life clean in there?
    Chinese man: I solly that we no can do.
• Special Effects Failure: On some computers, entire lines of dialog will fail to load or get cut off mid-sentence. While the text boxes and music aren't affected, it can still be quite jarring.