Donald Trump is mentally ill. Like, Three Faces of Eve mentally ill. Instead of being forced to kiss his aunt's corpse, he had the brutal insanity of Fred Trump running a house where no kindness was allowed, no kindness ever shown, no one cared about the children at all except to encourage personality destruction at any sign of weakness.
Donald Trump is really living in an alternate reality, like one of Eve's alternate personalities. He not only cannot but does not believe that losing exists for him. Just as Eve's personalities were able to refer to each other as if they were real, for Trump, reality does not include him losing.
To have that as part of his world is to court the end of his ego, not in the grandiose sense, in the sense of his ability to see or know himself. His underlying psychological state is that he would cease to exist as a person if he ever lost. He exists, therefore he wins.
It is sick but it is more tragic than anything else.