#4. Where did Gregory go?
In season 7, Gregory left The Hilltop with Kal to go on a little trip. There was some curiosity as to whether or not the man living in the big house was going to get their doctor back or trying to push Maggie out of her position of power with the people.
To almost nobody’s surprise, Gregory was at The Sanctuary making a deal with Negan. The people of The Hilltop were commanded to fight alongside The Saviors or not be welcome to return to their homes.
The people of The Hilltop did not follow Gregory’s lead. In fact, they were defiant to stay with Rick’s group and announce that they stand with Maggie now. This did not please Simon and The Saviors, and they kicked him down the steps of The Sanctuary.
Now, we are left to once again wonder where Gregory has gone. He got into a car and left Father Gabriel for dead. He can’t return to The Hilltop because he just pledged his allegiance to The Saviors. It is one sticky pickle he’s in…