Complex sentence: During his career he played for Club Olimpia of Paraguay, Real Betis and Atlético de Madrid of Spain, and River Plate of Argentina, where he won the Copa Libertadores and Supercopa Sudamericana in the mid 90's.
Split into simpler sentences: During his career he played for Olimpia Asunción, Real Betis, Atlético de Madrid and River Plate. With the latter he won the Copa Libertadores and Supercopa Sudamericana in the mid 90's.