Complex sentence: Bailey's Cougar baseball teams won 14 conference titles (twelve PCC North Division and two AAWU), and went to the College World Series in 1950 and 1956.
Split into simpler sentences: Bailey's Cougar baseball teams won 14 conference titles (twelve PCC North Division and two AAWU). He led the Cougars to the College World Series in 1950 and 1956.