Is needed? It depends on what you're doing. I currently have more than enough with these numbers:
Money: $425 (I've already bought the pool and other stuff. I've spent a fair amount, so aim for around $1000, I'd guess)
Stealth: 100 (just leveled over and over in his room)
Ms. Ana's Affection: 11
Ms. Ana's Domination: 7
Ms. Ana's Night Comfort Level: 20
Liza's Affection: 15
Liza's Domination: 27
Liza's Night Comfort Level: 14
Lucy's Affection: 30
Lucy's Domination: 40
Lucy's Night Comfort Level: 23
Jenny's Affection: 5
Jenny's Domination: 0
Jenny's Night Comfort Level: 25
I've just played here and there in between other stuff. I've not really sat down and focused on this very much. I'm sure you can get higher scores and stealth and more money, but I've lazily done this and gotten the above. Pretty easy to do, tbh.