Other mistake: When Will confronts his mother about not wanting to move back to Philadelphia, she mentions she can't afford to send him to an out of state school. However, in season 2 it's already been established that Uncle Phil is Will's legal guardian, and he's a resident of California. Will's mother has it backwards. Going to school in Pennsylvania would be an out of state school and staying in California would be in state.
Continuity mistake: Will's hat from his school uniform keeps changing from a snap back to a strap-back in each scene he's wearing it. (00:10:00 - 00:13:00)
Answer: No, it's not Whoopi Goldberg herself, just like that's not Prince or Ray Charles. The limo is filled with celebrity impersonators, but they're all uncredited and I could find out who played them.
Bishop73