Him approving of Rick's "Military Group" down from his cell was a good heads up as well. Hell, he could have escaped when they left his celldoor open and he didn't. Still, I'm surprised. I never expected him to change like this and play second fiddle to Rick. Essentially he will be Rick's attack dog. Interesting times.
I mean, Maggie won't be too thrilled with the prospect of Negan walking around freely.
The only thing that I feel like will piss him off is
finding out that Dwight has Lucile.