Lily & Rufus: Paying for Yale

I’ve always been confused as to why it was okay for Lily to buy Jenny hundreds of thousands of dollars worth of designer clothes and bags and find Jenny’s life in the Upper East Side after they got married and Jenny became queen. I remember when Jenny tried to buy the affections of the minions by getting them all limited edition purses( has to be at least 50-90k???) BUT when Dan needed money for Yale that’s when he drew the line? They were married and she knew he was financially secure but lost dans money to poppy. I’m very confused