Well in my case I made a calculated bet... if Bob's endevour fails he'll have to work extra hours instead of being home in the afternoon... and if his business get's worse he might get demoted, which would also cut into his fincances... with Carolines business takeing off and generating some real profits Bob wouldn't really count in the financial sector in the long and short term.
So in total since the Player is involved in Carolines success his role in the family will grow, maybe to a degree that Linda will actually consider a deforce from Bob...
Also I gain the favor of a couple of hot twins... win win situation... well Bob will definately be the looser here... but I am playing as MC not Bob