I think it’s because people often say “Take me out TO the crowd” instead of “WITH the crowd.” So, he wanted to emphasize the TH in wiTH and he chose a character that exaggerates the TH sound.

I think it’s because people often say “Take me out TO the crowd” instead of “WITH the crowd.” It’s incorrect and probably especially irks Cubs fans. So, he wanted to emphasize the TH in wiTH and he chose a character that exaggerates the TH sound.