"Mad Men" is set in an era when people still hungered for love. This was before it was possible for finance types and then the tech crowd to get very wealthy relatively fast. They don't need love. Perhaps they don't even want it.
In some ways, Peggy Olson is still a female tethered to the dream of romantic love. That weakens her positioning in the office, particularly among other females. If Peggy could give up hope of the trappings of a normal life, such as a man who cared about her, she might have the energy available to heal from her working class, Catholic, Brooklyn background.
Don Draper has his Valentine's Day with his daughter Sally. Their relationship is probably the most real thing he has had with anyone, woman or man. She is able to unmask his vulnerability about not working and not being with the wife who had transformed him for a while.
The question has always been the extent of Sally's influence on Don. Will the field force she creates when she is with him be enough to get him back to work? Also, could he return to that marketing psychologist he dropped after he bared himself to her?
The obstacle could be that the powers that be behind the series might sense that the audience can't handle a Don who is on the way to whole. After all, tormented men dominate popular television. Therefore, Sally might not be allowed to transform her father into a kind of Jim Anderson from "Father Knows Best."