Gregory (Comic Series)

"He's sweet on every girl before they go tell him to fuck himself. Guy's a creep."

- Brianna to Maggie, regarding Gregory.

Gregory is a resident and overseer of operations of the Hilltop Colony.

Pre-Apocalypse
Nothing is known about Gregory's life prior to the outbreak or as the outbreak began.

Hilltop Colony
Gregory is a resident of the Hilltop Colony. He calls himself "the boss", although it was mentioned earlier by Paul Monroe that a man named Kenneth is "the guy in charge". Gregory states that through his own hard work, he has helped make the colony's existence possible.

Gregory was stabbed in the abdomen by Ethan, but was brought inside and nursed back to health by Dr. Harlan Carson. As Rick tackled Ethan and cut his throat, everyone in Hilltop watched in horror.

Gregory survived and was recovering when he wanted to speak to Rick about the Saviors and Negan. After hearing Rick's proposal to fight off the Saviors in exchange for supplies, Gregory agrees to the arrangement.

After the killing of Glenn, on the way back to the Hilltop, Rick informs Gregory of what had happened and then punches him in the face. Rick goes on and accuses Gregory of keeping information about the Saviors from him; Gregory defends himself by saying that no one in the Hilltop actually knew that Negan had really existed and claimed that the Saviors had made him up to intimidate the people of Hilltop.

Later on he is seen trying to get-to-know Maggie Greene in a more-than-friendly manner, much to her dismay.

Killed Victims
This list shows the victims Gregory has killed:
 * Possibly numerous counts of zombies.

Ezekiel
Ezekiel is shown to not care for Gregory too much, going so far as to call him a coward. According to Ezekiel, the Hilltop leader has more residents living there than all the other colonies combined and would be able to attack the Saviors, but instead he spends his time in his house trying to hide the fact that he is too scared to stand up to them.

Brianna
"He's sweet on every girl before they go tell him to fuck himself. Guy's a creep."

- Brianna to Maggie, regarding Gregory.

Brianna doesn't like Gregory and thinks he is a creep for flirting with the women in the Hilltop. It is likely he tried to flirt with her sometime in the past.

Maggie Greene
Gregory tried to get-to-know Maggie in a more-than-friendly manner, much to her dismay.

Trivia

 * Gregory is one of the oldest characters encountered in the Comic Series, the others including Axel, Bob, Hershel, Dale, Regina, Douglas, and Ezekiel,
 * It is mentioned that Gregory is "sweet" to every girl until they reject him. Curiously, every community leader so far in The Walking Dead have this trait, besides Ezekiel and Rick.
 * According to Jesus and Brianna, many residents of Hilltop Colony think that he isn't competent for being the leader. Brianna even calls him a 'creep'.