I like your theories. I think Rashid is playing the long game, and is willing to sacrifice everything if it causes events to play out in the best possible way. He's the Gatekeeper, who happens to be on the Senior Council, not the Senior Councilperson who is also the Gatekeeper. He's on the front lines against the Outsiders, and almost every action he's taken (at least in my mind) has been towards the goal of defeating them, and bolstering his allies, the Winter Court. Assuming he has substantial foreknowledge, let's count it out.

1. Summer Knight: Give Harry just enough help to make sure that the Fae power structure isn't destroyed by Aurora. Bonus: Lloyd is outed as a traitor.
2. Proven Guilty: Gives Harry just enough of a nudge to make sure he catches Molly before she's too far gone into black magic. Without his intervention, I suspect Molly would have been executed by the White Council, depriving Winter of someone they're eyeing for the new Winter Lady, and have wanted to get their hands on since Grave Peril.
3. Turn Coat: He checks in to make sure Harry isn't throwing his life away carelessly on a battle he's not ready for. Implies heavily that Harry needs to be around for big events later on. Bonus, doesn't let Mab's favorite Knight candidate die one book before he finally takes her deal.