Glass is the Director of the Smithsonian's Treasures of American History exhibit. Colbert was meeting with him to try to get his studio portrait added to the exhibit. Glass was giving Colbert a tour of the exhibit when they stopped at a glass case featuring the original Scarecrow suit and Dorothy's ruby slippers. First, Colbert asked Glass if he was a "friend of Dorothy."
Then Glass said:
"The popularity of the Wizard of Oz transcends almost anything in entertainment."
I couldn't agree more, Mr. Glass.
Colbert responded to this, "Other than my portrait." The two debated which was more important to American History: the ruby slippers or Colbert's portrait. A $50 bet ensued, and the segment will carry over into Monday's show.
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