I'm not against my opinion being challenged i'm against people fighting against common sense.
How is it fighting common sense? People have made valid points that you yourself just shoot down because you disagree yet make only the point that makes sense to you.
Why would he start a relationship with someone else yet live in Monica's house while having a home of his own and his own life with his new lover to start?
Maybe because he's young and dumb for one. He can choose to start things with multiple people before he even gets his own home so to begin with he has nowhere else to go. Now once he get's it yes, despite what he says to Elaine, it doesn't make that much sense for him to stay with Monica but he
HAS to stay there, you know, for the drama.
Sure it's all down to player choice but it still defies logic.
What defies logic? Most of this is likely just arguing what we can't do much with, with the choices in game.
Start a relationship with Jolina, she wants to live at the beach house with him like he offers on her route but instead he says "nah love, you go live there on your own i'm just gonna throw a few million away and live with Monica for no reason whatsoever, i'll see you on Tuesday".

Ok, the "Nah, love" made me laugh. But yeah, I replayed this part last night and the way she jumps at it is very suspect.
I'm not trying to be snarky with you but your retorts have all been shotgun blasts in the face of common sense.
You think I'm dumb, got it. And if you mean the way I'm replying with answering point by point that is because I'm dyslexic and have OCD tendencies so have to take my time to read, re-read and re-read again, reply and check multiple times before I post so that's why it takes me so long to do so. And I don't mind snark, I find it funny.
If he is going to see someone else it makes more sense to take the money, start whatever relationship he wants to start then if he wants to stay friends with those 3 speak to a lawyer and see what can be done.
Makes sense.
Can I just ask you, what is your main game like? Who are you pursuing/ignoring? Do you plan to take the money? I get you'll likely do most if not all once all is said and done and it's complete but which way are you playing on your main playthrough? (If you don't mind me asking)
