"Don't Worry Darling" is a natural progression to White Christmas' first story

The first story of White Christmas (The Pickup Artist) had John Hamm helping guys feel more confident and instructing them on how to pick up women live in the moment while other guys who had the same types of issues watched.

In the the flashback during DWD it shows Jack listening to this podcast (frank) speaking about about a revelation/revolutionary ideas about love and happiness. Similar to the motivation of John Hamm helping others who can't get women.

Frank just takes control to the extreme next lvl. Instead of being manipulated by a pickup artist in the guys ear...the guy has the woman's whole existence manipulated. Furthermore it could be the same guys that were watching in the white Christmas episode.. Finally getting their opportunity