I'm sure the dude means good and all, I mean, giving a girl cash to live off of and stuff...
But like, telling the one dude who has an inferiority complex that you proposed to his crush that was: taken by his childhood friend, proposed to by his childhood friend, married to his childhood friend is such a dick move, especially after giving her a talk about guilt and anguish.
Like you'd seriously want this guy to experience that again? With a kid this time, too. Bro is going to die with regret, not guilt, assuming he doesn't get over either of them.