It's heavily implied that the previous dude in MC's job was disappeared by Kathleen lol. She is absolutely ruthless and I see little chance of redemption. The way I see it, it isn't that MC can bring her to his side, but more like the MC will go over to her side if you choose.I'm not so sure. I definitely think we can get Kathleen on the MC's side, but that would be a case of her considering the MC a friend rather than a change in her overall disposition. I doubt redemption is in the cards for her. I don't see much to indicate that the way she treats people bothers her in the slightest.
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Kathleen's line that the MC hasn't had the kindness beaten out of him doesn't say much for her idealism. Perhaps she had the kindness beat out of her long ago and thus her cynicism is more of a defense mechanism. If so, she's pretty well defended because there's no sign of restraint or empathy from her. She's eager to get what she wants by whatever method is most expedient, and she routinely dismisses the concerns of those around her - even August and Chuck who seem to regard her as a friend (though she's forced to act behind their backs).
To be redeemed, Kathleen would have to accept that what she has been doing is wrong. Could she ever be willing not only to give up exploiting people but to actively undo the benefits of her previous exploitation? It's possible - and I'd certainly love it if that happens - but I'm not holding my breath.
I really would like to get some nice leverage over her and reverse the power dynamics, but I'm not so sure that is in the cards. Let's see what happens. The writing keeps things really realistic in that every character is acting according to their own motivations and abilities. This makes it hard to predict the outcomes based on our typical porn game expectations where the universe and logic revolves around the MC.