|This article is about the TV Series character. You may be looking for his Comic Series counterpart.|
|Age||Early to Mid 50s|
|Occupation||Leader of the Hilltop (Post-Apocalypse)|
|First Appearance||"Knots Untie"|
|Series lifespan||"Knots Untie" to Present|
- "Everyone here? Everyone is here cause they do their part. (...) Welcome to the Hilltop."
- —Gregory to Rick Grimes.
Gregory is the extremely vain and self-absorbed leader of the Hilltop Colony. His cowardly nature is known by many people at the Hilltop, yet they still believe him to be the best leader they have. Gregory refuses to believe himself a coward, saying his actions keep the people of Hilltop safe and that every decision he makes is for the good of the Colony, when they are rather for his own well-being.
He also tends to crack easily in tense situations. He starts to panic and cry when Rick Grimes tells him that he could not stop The Saviors and immediately asks if Rick told Negan about their deal, worrying about his own life, rather than even feeling sorrow for Glenn's death. His most notable time is when he betrays Rick and Ezekiel's alliance and plans to The Saviors, in exchange for the Hilltop's safety and more so, his safety. He later explains these actions to Maggie Greene, saying that they saved the Hilltop and that Rick Grimes is tearing down what he built, going on to say that he believes Negan can be reasonable.
Another noticeable trait of Gregory's is his flirtatious nature around women. He goes out of his way to "accidentally" bump into attractive women like Maggie Greene and flirt with them. However, he is generally rejected and many of the Hilltop's women see into his true nature and want nothing to do with him.
Nothing is known about Gregory's life before or as the outbreak began. He may have lived in or near the Hilltop.
Gregory will appear in this season.
This list shows the victims Gregory has killed:
- Possibly numerous counts of walkers.