Complex sentence: He has played many Shakespeare roles including Romeo, Malvolio, Caliban, Olivia, Arviragus, and his performance as King Richard III won 1st place at the Utah Shakespeare Festival.
Split into simpler sentences: He has played many Shakespeare roles including Romeo, Malvolio, Caliban, Olivia, and Arviragus. His performance as King Richard III won 1st place at the Utah Shakespeare Festival.