David Bossie, a close adviser to Trump, critiques the notion popularized by Frank Sinatra that success in New York guarantees triumph in Washington. He implies that the political dynamics of the nation's capital are distinctly different from those in New York, suggesting that skills and achievements in one do not automatically translate to success in the other.

This perspective reflects the challenges Trump faced in navigating the complexities of Washington, as detailed in Michael Wolff's book "Fire and Fury: Inside the Trump White House." The book elaborates on the often tumultuous relationship between Trump and the political landscape in D.C., showcasing the differences in governance and public perception.