This post contains major spoilers for the third episode of The Walking Dead Season 7, "The Cell."
What's the deal with Dwight? First introduced midway through Season 6, fleeing the Sanctuary to abscond with his sickly sister and vulnerable wife, Dwight has a strong claim to being the most complicated character of The Walking Dead's vast ensemble. We've seen him put himself in mortal danger to protect his family. We've seen him both befriend and betray Daryl, accepting his help and then running off with his crossbow and motorcycle. We've seen him shoot Denise in the head. We've seen his face disfigured and his private parts nearly bitten off. And now we've seen him enjoying his position as lieutenant in Negan's private guard -- pilfering lunch from the underlings, bossing the weak around, and submitting the unfortunate to a torture regimen no man would happily survive. We've seen him do a lot of things. But what's his deal?
That's the lingering question -- particularly after tonight's episode, "The Cell." Dwight's been assigned by Negan to oversee Daryl’s slow-boil torture, willing him to break and join the Sanctuary elite, a process it’s strongly hinted was once endured by him. (This is one of our first glimpses of the Sanctuary recruitment process: Negan's best men aren’t born, they're made. Brutally.) And his attitude toward Daryl as he feeds him dog-food sandwiches and drags him to and from his cell -- patient, all-knowing, but not exactly mean -- does seem somehow sympathetic, even pitying. He’s not interested in bullying Daryl or inflicting pain on him for no reason; unlike Negan and his beloved Lucille, he isn’t by nature sadistic or cruel. You get the sense that Dwight wants to help the man he's been asked to torture. I was once like you, and I’ve been through all this before, he seems to be saying. Be smart, give in, and you too can survive and live life like a big shot like me.