Complex sentence: Cordero can be considered one of the best jockeys if not the best to ride in the New York area for four decades 60's into the 90's, often taking chances on the track that no other rider would.
Split into simpler sentences: Cordero can be considered one of the best jockeys if not the best to ride in the New York area for four decades 60's into the 90's. Often taking chances on the track that no other rider would.