Sherry is an interesting character. It would be great to see more about her relationship with Negan, and her relationship with Dwight. She’s obviously conflicted about her choice to marry Negan. She is one of the few people that will stand up to him.
If Dwight does help the Survivors as they fight Negan would Sherry leave Sanctuary with Dwight? Would they both help Rick and the group? Does Sherry have some inside information that would help them? Was she the one who set Daryl free?
Dwight and Sherry provide a lot of insight about life in Sanctuary and what it is really like living under Negan’s rule. It seems as if not everyone in Sanctuary is happy to be there.
That may be a weakness that Rick and the group can exploit to help win the war against Negan. If the group could get her to turn on Negan it could be very helpful.
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There’s a lot of questions to be answered about Sherry and her activities. Hopefully those answers will be revealed in the upcoming half of the season and into Season 8.