Being Negan's only relationship, it was strange that Annie and their son Joshua never appeared in Negan's spin-off with Maggie (Lauren Cohan), The Walking Dead: Dead City. Instead, Maggie finds Negan with a mysterious girl called Ginny (Mahina Napoleon), as if his wife and son randomly disappeared from the face of the planet. While he does give us a brief explanation of their whereabouts, Dead City Season 2 has been increasingly making references to Annie and Joshua, and, unfortunately, they haven't been making the impact the show seemingly intends. How are we supposed to feel something around characters we barely remember?
Negan's decision not to follow them and thus allow them to live without watching over their shoulders for marshals was a strange one. As countless seasons of The Walking Dead have proved, there are always dangers lurking around every corner in the apocalypse, so just because Negan "saved" them from New Babylon law didn't mean they were necessarily safe. While Annie is a commendable fighter and survivor, Negan would surely prefer to be around to protect his son; somewhat abandoning them simply doesn't follow the internal logic of the show and his character. That being said, this explanation was presumably to leave the door open for Annie and Joshua's potential return to the series, and to make a spin-off of just Maggie and Negan make sense to begin with.
While the lack of impact of Annie and Joshua's characters and references seems like a moot point in the series, it actually partially undermines the hold the Dama (Lisa Emery) has on Negan in Dead City Season 2. In order to puppeteer the retired villain, one of the Dama's threats is against Negan's family, where she claims they ended up in Tennessee instead of Missouri and that she was bringing them to Manhattan. Throughout the season, including the latest installment of Season 2, Episode 5, the Dama tauntingly hangs mere mentions of his family in front of his face, silencing any signs of rebellion or even just plain cockiness in Negan.
Dead City Season 2 should have seen the Dama simply rely on her threat to Hershel (Logan Kim), a character in a complex position with ambiguous loyalties and a nuanced, guilt-ridden relationship with Negan. Even if Annie and Joshua enter at this point of the season, three episodes are not enough time to cultivate the same gravity and stakes that are already associated with Negan's relationship with Hershel. We are simply already so invested in Negan and Hershel's dynamics, or even that with Maggie or Ginny, that it doesn't seem possible for Annie and Joshua to catch up. If they ever do join the cast of Dead City, whether that be this season or future ones, the mother-son duo definitely have their work cut out for them to justify why simply invoking their names caused such distress to a former untouchable villain.
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