Complex sentence: He was 1st "kaicho" (会長) of the Kenryu-kai (健竜会), and would later become "kumicho" of the Fifth Yamaguchi-gumi.
Split into simpler sentences: He was 1st "kaicho" (会長) of the Kenryu-kai (健竜会). He would later become "kumicho" of the Fifth Yamaguchi-gumi.