Walking Dead Theory: Who is the Mysterious Boot Wearing Watcher?

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There are many theories about who the figure could be, but we have a few that are top contenders after the mid-season finale of Walking Dead.
The Walking Dead Mid-Season Finale - Rick's Finally Back, But At What Cost?:
Telltale Games' The Walking Dead Season 3 — Launch Trailer
The Walking Dead Midseason Finale: Zombie Pond Official Teaser
Walking Dead Theory: Who We Think Gave Daryl The Key
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