At what point do we start feeling bad for Sean Spicer? The White House Press secretary has become late night’s second-favorite whipping boy, trailing only Donald Trump. Tuesday night was a particularly rough one for Spicer, as late night hosts teed off on comments in which Spicer appeared to let Hitler off the hook for gassing his own people during the Second World War.

Jimmy Kimmel, who – like Mike Tyson in his prime – truly enjoys inflicting pain on his targets, was particularly ruthless. While rolling footage of Spicer’s remarks, Kimmel played the press secretary’s internal monologue as he dug himself deeper and deeper into a pitch black hole.

“We didn’t use chemical weapons in World War II,” Spicer told reporters. “You know, you had a, you know, someone as despicable as Hitler who didn’t even sink to using chemical weapons.”

Cue Kimmel as Spicer: “Oh, did I just defend Hitler? Hitler! Yeah, I think I did. Why did I even do that? Why even bring up the Holocaust? At press secretary school, the one rule was never defend Hitler.”

Spicer continues: “I think when you come to sarin gas, there was no — he was not using the gas on his own people the same way that Assad is doing …”

Kimmel again: “Oh my god, of course Hitler gassed people! I learned that in high school — we all did. What the hell are you doing Sean? You stupid, stupid, stupid!”

Later, Kimmel suggested that Spicer might be the only press secretary who needs his own press secretary. The good news is, we know a press secretary who’ll be looking for a job soon. The bad news is, his name is Sean Spicer.