I've always thought it possible. "storm" in her name doesn't hurt. I absolutely wouldn't put it past Trump to engage in a well-orchestrated, multi-character play, aspects/characters in which paint him in a poor light. I can see the same possibility in Omarosa. Trump is mature enough and "long game" enough in his thinking to plan something that is temporarily deprecating… as long as it all WORKS in the end, and redeems him in its genius, with him as the brilliant mastermind in retrospect.