In Michael Wolff's book "Siege: Trump Under Fire," the author illustrates a significant challenge in engaging with Donald Trump regarding policy discussions. Trump’s apparent incapacity to handle criticism effectively meant that meaningful, honest debates about political matters were rarely pursued. This reluctance to embrace constructive feedback hindered any potential for productive dialogue.

Wolff suggests that Trump's defensiveness created an environment where open discourse was nearly impossible. The lack of willingness to listen or reflect on differing perspectives prevented any serious critiques of his policies, stifling opportunities for genuine discussion and debate within his administration.