The Walking Dead:10 Important Things To Remember Before Season 8
5. Gregory Has Left Hilltop
Another character out on the open road is Gregory. We last saw him leaving Hilltop Colony with one of his henchman, Kal, in episode 15 of season eight, before the all out war began.
Gregory is almost certainly en route to The Sanctuary (Simon gave him instructions on how to get there the episode prior) where his warning of Rick’s alliance will arrive too late. News of what happened will surely see Gregory on his knees again, protesting his innocence.
As in the comic books, Negan might use Gregory to try to split The Hilltop away from Rick’s militia, but those calls will, largely, go unanswered because there is a new sheriff in town.
With the scotch-drinking creep out of the way, the path is clear for Maggie to complete her coup of The Hilltop. She became de-facto leader in season eight and was shown to be commanding their people when they invaded Alexandria and sent The Saviours into retreat. Now is her time to lead, alongside Rick and King Ezekiel in this life-or-death conflict.