Jon Stewart's Worst 'Daily Show' Guest

Jon Stewart has named Donald Rumsfeld, the former US Secretary of Defense during the Iraq war, as his least favorite 'Daily Show' interview guest. Stewart had prepared a 'logic trap' for Rumsfeld before the interview, but felt he missed an opportunity to make a stronger argument.

Stewart recalled staying up late the night before the interview, reading Rumsfeld's book and setting a perfect 'logic trap' for the man. However, when the time came, Stewart got derailed and felt he did not have a satisfying encounter with Rumsfeld.

The encounter clearly left a lasting impression on Stewart, who lost sleep over the interview. He even joked that he lost more sleep over the interview than Rumsfeld lost over the entire war.

## Why it matters The Iraq war was a highly controversial and divisive conflict, and Rumsfeld was a key figure in the US government's decision to go to war. As the US Secretary of Defense at the time, Rumsfeld played a significant role in shaping the country's military strategy and justifying the war to the public.

Stewart's experience with Rumsfeld is a notable example of the challenges that journalists and comedians face when interviewing high-profile figures, particularly those with a history of controversy. The encounter highlights the importance of preparation and persistence in holding public figures accountable for their actions.

The fact that Stewart lost sleep over the interview and felt he missed an opportunity to make a stronger argument suggests that he took the encounter seriously and was deeply invested in holding Rumsfeld accountable. The experience likely had a lasting impact on Stewart's approach to interviewing high-profile figures and his commitment to speaking truth to power.