v. Richthofen was in many respects the very stereotype of the classic Prussian officer, everything good and bad that that would entail. To be a successful fighter pilot during the first world war would require one to be brave to the point of being suicidal and completely ruthless, he met this standard easily. He had a reputation for being extremely stubborn, this is reflected by his continued flying with a severe head injury when he should have be grounded for months.
Two things to consider regarding his post-war career. The first would be his state of mind. There are theories that PTSD contributed to his death, that it may have been the reason why he broke his own rules and pursued an enemy plane across the lines at low altitude. There are also some accounts that he may have grown disillusioned with the war and many of the things that caused it. Its unclear how valid those things are, but if true he would not be unique within his generation.
The second was his attitude toward subordinates, lets just say he would not have taken kindly towards taking orders from a corporal.
Its very possible that v. Richthofen and Hitler would have been on collision course with each each other with an uncertain outcome.