In Michael Wolff's book "Siege: Trump Under Fire," the author suggests that Donald Trump's choice of associates was influenced by his own shortcomings. Wolff argues that Trump gravitated towards dysfunctional and inept individuals, possibly because he recognized similar traits in himself. This alignment may have created an environment where weaknesses were amplified and critical decision-making was compromised.

Wolff's observations reflect a broader critique of Trump's leadership style, indicating that a lack of competence at the top often trickled down to his administration. The implication is that Trump's governance was marked by a cycle of inadequacy, which ultimately shaped the outcomes of his presidency and the effectiveness of his team.