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Omg I absolutely love this HC, I like to believe that in wild life Grain had been given a little more wiggle room with the things he can add in to make the game more interesting since the 6th season and he cant be repetitive. With the little freedom he has with adding more ways of "punishment" to the players he's trying to give them all the little mercies he can, kind of developing it into more of a game than a plain fighting arena. They're all doomed to be there and he's doomed to make the games. He says "they aren't supposed to have fun" and ""this is a PvP series" simply because he has to to convince the watchers, he's not gonna stop them from indulging in the little but of fun he's able to give them though.
Going with the "Grian is the one who designed this game as opposed to the others" headcanon, it makes you think about the superpowers he gave his friends, how they were all laughing and having fun in the beginning, and that was intentional. It goes to show that even when forced to design the death game his friends are put through (a punishment for trying to usurp the Watchers time and time again), he still cares. They all know he's the one who designed this game, and he hopes they realize the little mercies he's giving them.
He gives Cleo the power to bring people back from the dead, just so he can have a chance to see his best friend again.
He gives Pearl the power to fly, and hopes she appreciates having her wings back, if only for a short time.
Jimmy gets to go invisible because Grian knows the Watchers aren't happy with the curse being broken. He wants to protect him.
As for Martyn? Grian doesn't really know a lot about what's going on with him and the Listeners, but he might as well try to strengthen that connection in the little ways he can without arising suspicion.
He says it himself in the beginning, "let's not forget this is a PVP series," but it sounds hollow even to his own ears. It's pandering to the watching eyes, making them think the lighthearted fun is all unintentional.
He falls out of the sky with the wings he gave to Pearl, and he wonders if the Watchers are starting to catch on.