All these options are so good how can I pick. HM! Cullen or Wash would be fun? He'd really love Cullen's job + his dog + the fact that deep down in his punk soul Jughead will be able to sense the medieval fantasy vibe he digs so much. Wash would be a fun contrast to his general slackitude and he'd try to help him loosen up! While also encouraging him to hoard all his food all the time.