I haven't abandoned these portrait things yet, so have a little of the Spirit of Chaos to prove it.
I quite enjoyed his role in the season premiere, which answered some of my doubts about "reforming" him in the first place. I do love characters who can be jerks when one is needed, and the new Discord still fits the bill nicely, taunting Twilight about her coronation and poking at her fears of being left out of the group now that she's been given a new role. Is he friendly now? Did he truly let that whole plot of his play out in order to teach Twilight a lesson, as he claimed? Or did he just successfully remove the Elements of Harmony from the playing field without even breaking his pledge to Fluttershy? We still don't know why Celestia wanted him freed in the first place as well... is there something coming that will require his allegiance? And if so, do they truly have it?
I think that in the end the answer will be "yes"... but I would not be at all surprised if he himself questions whether he's playing a long game or if he's actually sincere right up until he truly has to make the choice.