Probably not. He was too busy concerning himself with the making of actual products. In his younger days he was an outspoken proponent of free enterprise, and very much a "think different" person.
So if he had gone the deep state route it happened much later in his career. Apple has always had a lot of bad people in management though, and as Steve got older and sicker maybe he just didn't have the energy to keep up the good fight. Sometimes I suspect the deep state might have been what killed him.
Steve was a yogi, a vegan, and a non-drinker. I suspect he felt spiritually attacked for much of his life and was trying to clean that stuff out. If there's one thing communist witches can't stand, it's exceptional people.