If either Colt or Ryder is voted as the heir then I will do the "Farmer" generation. However, to make it feel less like a repeat of Gen 1 of Difference in the Family Tree instead of moving to Henford-on-Bagley the heir would stay on the ranch in Chestnut Ridge and create a fruit farm growing grapes, apples, etc. They would essentially run a vineyard focusing on nectar and juice making.
However, if Marshall is voted as heir then I will jump ahead in the prompts and do the City Detective generation next. I like the idea of having a detective named Marshall. He would attend University and then move to the big city per the generation requirements. Marshall would also fit well with the City Detective prompts because one of the goals is to marry your soulmate.
Spoiler:

Colt currently has the Nectar Making aspiration, loves dogs and is a genius.
Option Two: Ryder Travelers

Ryder has the super parent aspiration loves the outdoors and is outgoing.
Option Three: Marshall Travelers

Marshall wants to find his soulmate is active and loves the outdoors.