Conversation so far:
What did Howard Dean do at Yale University?
As a freshman at Yale University, Howard Dean requested specifically to room with an African-American.
Why did Howard Dean request specifically to room with an African-American as a freshman at Yale University?
The university housing office complied and Howard Dean roomed with two Southern black students and one white student from Pennsylvania.
Can you elaborate on Howard Dean rooming with two Southern black students and one white student from Pennsylvania as a freshman at Yale University?
One of Dean's roommates was Ralph Dawson, who said: Unless you operated from a stereotypic understanding of the Yale white boy as rich, you wouldn't know that about Howard.“
How did rooming with two Southern black students and one white student from Pennsylvania work out for Howard Dean as a freshman at Yale University?

Question: Did he enjoy that experience?
Self-contained rewrite: Did Howard Dean enjoy rooming with two Southern black students and one white student from Pennsylvania as a freshman at Yale University?