Yeah, not to explain my own writing tooooo much, but this is a good read on Jamie. I don't know how much will really make it into the game, so I'll just give a brief summary of how I see Jamie's history.
Jamie's early life is spent as a nerdy artistic kid, who's ostracized from the in-group of guys for being soft and weird, and ignored by the girls for lacking any kind of confidence. Being unlucky with girls, he consumes a lot of porn, eventually falling into the darker end of it, with more heavy BDSM and abusive content.
He meets Gabby in their shared art class and slowly opens up, before he finally has the confidence to make a move on her. Surprisingly enough, it works and they begin dating. He begins posting some of his photography of Gabby on his Picogram account, and suddenly has guys complimenting him on his hot girlfriend, and before they know it they're both climbing the social ladder. While Gabby's uncomfortable with it, Jamie quickly becomes addicted to the approval and adulation of his peers. But, the only way to keep it going is to go further and further to impress them. So it begins with lewds of Gabby posted to a private Picogram account, escalating to nudes, and then shared videos -- which grows his follower counts across not only the private account, but his primary one. All the while his relationship with Gabby turns darker as he grows more assertive, and better able to act out the hardcore fetishes he's grown to enjoy in porn.
Around that time, the shine begins to wear off of his girlfriend, and flush with followers and attention for exploiting Gabby, he catches the eye of Brittani. She probably approached him to take some photos of her, a little flirting happened, and then..
But, with Brittani on the hook there's a shorter period of escalation, because he's more comfortable in his routine. He's craving attention, and the dopamine hit that comes with it. So, the honeymoon period is a lot shorter, and the risks he takes are bigger.
One thing I really wanted to explore in FiN is the idea of how someone comes back from doing terrible things, and if they can. It's why there's an option for basically every girl to apologize after you take a dark choice with them. Some will accept it (Nicki) and some won't.
Is Jamie (or Brent) a shithead? Sure, absolutely. Like another posted said above, Jamie lures girls into a situation where their ability to resist is limited, ignores safe words, and then feigns innocence afterwards. And he's escalating.
But, is there a chance for him to learn from his mistakes, or does he get written off entirely? I think it's worth exploring how much grace we're willing to extend people who fuck up. I mean, the whole cast is kind of a mess, full of people who've made mistakes. Some are just less harmful than others.