#pinkerton

He Paid to Be Betrayed

I can’t stop thinking about that girl. That shot from the credits — where the Pinkertons approach her with a casual smile, while she’s servicing another client. I’m absolutely sure Charles had been with her more than once, not just during that mission in the Valentine saloon. We’re not shown everything, right? We don’t see how the gang members spend their downtime, when they go into town, who they spend it with.

I’m almost certain Charles wasn’t the only one. Half the guys in the gang clearly had a thing for whores. And that woman — that prostitute — I’m sure she was one of the people who gave information to the Pinkertons. Maybe even about Charles himself, though he managed to leave Beecher’s Hope. In the end, she definitely helped lead them to John.

Working girls don’t care what they get paid for — whether it’s to spread their legs or spill someone’s secrets. Especially if they get paid twice as much. And her clients — even Charles — couldn’t really hide their identity from her. Sure, he’s the quiet type, but if you watch that saloon scene before the cutscene triggers, you can clearly see him talking nonstop to the girls — his mouth never stops moving. We don’t hear any of it, but his lips are constantly moving, like he’s deep in conversation. Javier, by comparison, barely moves his mouth.

Prostitutes aren’t stupid. They take mental notes on their clients — who they are, how much they’re worth, and whether there’s more to gain than just cash. So here’s what I’m thinking… I once read this crackpot theory that Charles was the real rat in the gang. Probably a joke, because the arguments were like: “He drinks coffee. Dutch drinks coffee. Boom — traitor.” Seriously.

But my theory? The girls — the prostitutes — were the real rats. Or at least, they played a way bigger role than anyone realizes. Maybe that sounds even more insane, because I’ve got no hard evidence — except for that one frame in the credits, where she’s clearly giving information to the agents. Maybe not directly about John, but about Charles and Javier? Very likely. And if so, all she did was pass along what the guys themselves told her — in drunken confidence, far too trusting of their smugly satisfied, rented companion for the night.

Where the Gang Fell Apart

We only see things through Arthur’s eyes, but we have no idea what the others are doing. Dutch told them to blend in, act like civilized workers, and find ways to make an honest living. But he didn’t tell them to get black-out drunk, hire whores, and start bar fights. And yet that’s exactly what they did — so recklessly it borders on stupidity. When you’re that drunk, you don’t care who’s listening or what you’re saying.

There’s even a line in a conversation between O’Driscoll members, where they say Colm ordered them not to mess with whores until their job was done. And honestly? He was right. A drunk man whose dick is doing the thinking is no friend to his own brain. And yes — scientific studies confirm that sexual hormones impair both cognitive and physical performance. Aroused men are less rational, more impulsive, and their coordination drops. (This is a bit of a tangent, but it fits.)

So, is it possible that one of the biggest reasons behind the gang’s constant failures wasn’t just Dutch’s madness or Micah’s betrayal — but the reckless, indulgent lifestyle of its men? I’m not blaming them for wanting to satisfy basic urges. But, seriously — showing up as a group of four (Arthur, Javier, Charles, Bill) at the saloon, all of them among the most wanted criminals in the country, openly using their real names, and then starting a fight?

That’s not just carelessness. That’s self-destruction.