Not only did he do away with a beloved character in the comic book version of "The Walking Dead," he knew he'd eventually have to face actor Steven Yeun, who plays Glenn on the hit AMC zombie apocalypse television series.
Although the series departs from its source material, he knew Yeun would wonder about his fate on Season 4, which begins at 9 p.m. Sunday.
"It was really strange for me writing that, knowing that Steven was going to read it," Kirkman said. "There was a concern like I didn't want Steven to read it and think I was mad at him."
Kirkman and the show's creators long ago decided to veer away from the source material in key places, so Glenn's sudden passing in the pages of pivotal issue No. 100 -- we're not going to tell you anything more, but rest assured it's spectacularly terrible -- did not mean Yeun's days are numbered on the show. Necessarily.
"No, there's never reassurances on the show," Yeun confirmed. "Obviously, I would like to keep it going as long as possible, but it would be fun to go out that way too. ... At first when I read it I was like, 'Wow.' I thought it was brave. I thought it was terrifying. I actually loved it. I mean what a way to take a beloved character away from the readers, just snatch it away."
The Season 3 finale, which drew a cable dramatic series record 12.4 million viewers, left the comic book's fans in a titter as the epically megalomaniacal bad guy The Governor mowed down most of his followers with an automatic rifle and fled, very much alive.
At that point, the show took a hard turn from the comic where the showdown with The Governor had a very final conclusion.
There are other differences that consume longtime fans of the comic. For instance, when's Rick going to lose his arm? Or will he? Why did they have to kill off Andrea, who plays a large role in the comic?
Kirkman sits in a room alone dreaming up the comic, but when he gets in a room with the show's producers and other writers, he says he's not protecting his baby.
"I sometimes am the loudest when it comes to let's change things up and let's make things different," Kirkman said.
"We're all of the mind that the television show is a different animal, so while we're adapting these stories we do want to keep things fresh and new for the television audience just like it was fresh and new with the comic book audience the first time they read it, so I feel like those changes are important."
Though few details have leaked out about Season 4, Kirkman and supervising producer Scott Gimple confirm The Governor plays a role going forward and the show's main characters, led by Rick Grimes, remain in their hard-won prison safe haven.
In a trailer for the upcoming season, we see new faces, crops growing within the prison walls and children learning lessons, all signs of civilization.
There are also walkers within the walls and plenty of trouble. Gimple acknowledges that a 16-show season means they'll likely be relying on the source material more than before.
"I use this term a lot -- it's like we're remixing the comic," Gimple said.
There will be plenty of gore and the horror conventions that bring in some fans, but there will also be more philosophical examinations into human nature.
"Ultimately they're in an ugly world and how ugly is that going to make them?" Gimple said.
Season 4 of "The Walking Dead" begins at 9 p.m. Sunday on AMC.
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