Complex sentence: He has played in many prominent roles in theater on Broadway, off-Broadway and throughout the United States starting with his first Broadway leading role in "All Shook Up" earning him a Theatre World Award for "Outstanding Broadway Debut".
Split into simpler sentences: He has played in many prominent roles in theater on Broadway, off-Broadway. His first Broadway leading role in "All Shook Up" earning him a Theatre World Award for "Outstanding Broadway Debut".