ByBrooke Geller, writer at Creators.co
Movie Pilot staff writer, aspiring shieldmaiden and friend to all doggos. twitter.com/brookalus
Brooke Geller

Why does it always seem like the guys in charge are the least trustworthy? Gregory is The Walking Dead's very own smiling, slimy politician-type, completely focused on his own gain and predictably lacking in compassion. What's worse, he's just schmoozed his way even further into Simon's good books— which doesn't bode well for a few of Hilltop's newest residents.

Following his secret chat with Simon about his growing concerns about a potential take-over at Hilltop, Gregory was given a map to either the Sanctuary or the outpost where Simon lives, along with permission to rock up whenever he fancies a chat. But will this new information spell trouble for Maggie and Daryl on ?

The Walking Dead [Credit: AMC]
The Walking Dead [Credit: AMC]

See also:

Knowledge Is Power

It's clear that Gregory is doing anything he can to impress Simon, including offering him all kinds of hard-to-find liquor. But we all know that there's nothing Simon wants more than to find Daryl. Not to mention he's not even aware that Maggie's alive and well, living it up at Hilltop.

During his conversation with Jesus at the end of the episode, Gregory warned the kung-fu enthusiast not to get too cocky:

"Shouldn't talk to me like that. Who knows what might happen with all these Saviors coming around... You know, what I'm saying is, I look out for my friends, and I realized we're not friends."

It's not entirely clear what that means, but it sure as hell can't be good. Let's take a look at the possibilities:

1. Gregory Will (Try To) Kill Maggie

The Walking Dead [Credit: AMC]
The Walking Dead [Credit: AMC]

The promo for next week's episode showed a tense conversation between Maggie and Gregory outside of Hilltop's walls. He points out that Maggie's alone, and is holding a knife behind his back. It's possible he's sent Jesus off on a scavenging mission and assigned Maggie to duties outside the wall in order to get her alone.

Sure, he could be using the blade to protect himself against walkers— or maybe he's intending to use it on the one person who threatens his very leadership at his own community. Stabbing someone in the back — especially when they're pregnant — is about as low as it gets, but you can hardly put that past Gregory.

Of course, Gregory shouldn't forget who he's messing with. As much as he might think he can take on the great Maggie Rhee, she's proven more than capable of defending herself in the past:

The Walking Dead [Credit: AMC]
The Walking Dead [Credit: AMC]

2. He'll Turn Maggie And Daryl In To The Saviors

The Walking Dead [Credit: AMC]
The Walking Dead [Credit: AMC]

Let's be honest: Gregory isn't so much the murdering type as the conniving. He's got the green light from Simon to come to him anytime with information about potential dissident behavior, and he knows Maggie probably plans on taking over his position as leader at Hilltop.

Both Maggie and Daryl would be of great value to the Saviors, and Gregory could easily hand them over — along with Jesus, of course. In fact, they might just be the bargaining chip he needs to get Doctor Carson back.

Lennie James already hinted that someone may betray Rick, and he might not have been talking about Eugene. Let's hope Gregory doesn't pop over to Simon's for a yarn anytime soon!

3. He'll Sneak Someone In To The Sanctuary

The Walking Dead [Credit: AMC]
The Walking Dead [Credit: AMC]

In the promo for next week's episode, we saw Maggie tell Gregory that "it's never too late to change." Could Gregory take this advice to heart and change his selfish ways?

Gregory was reluctant to join Rick's war against the Saviors, but now he's got something to offer: unfettered access to either the Sanctuary, or the outpost where Simon operates from. He could drive right in the gates, bringing a small, concealed army with him. This might just be the access to Negan that Rick's group have been waiting for.

Poll

What do you think Gregory is planning?

[Poll Image Credit: AMC]

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