I do not think it is an issue with which captains/coach you select now, but with the ones that you had at a certain moment a few days ago.
At the moment, in overdrive I always have a LvL9 Pedersan coach and a Lvl6 Graham captain. But in reality, I have a LvL10 Pederson and a LvL9 Graham.
But whichever caoch or captain I select now, I am always playing LVL9 Pederson and LVL6 Graham. Which makes it impossible to get all daily drives done. My UID is 52099801 and I am running on the latest iOS. I have the same issue on iPad and iPhone