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| PERFORMER | David Rudman |
| DEBUT | 2002 |
Roscoe is an old friend of Oscar's, who lives in Poughkeepsie. Every year, Oscar goes on a road trip to surprise his friend on his birthday because his friend hates surprises. His friend appeared in Sesame Street Episode 4030, surprising Oscar from the back seat of his Sloppy Jalopy as Oscar and Telly Monster were about to go on a road trip to visit him.