Complex sentence: He joined the Mooreland Hill faculty in 1986 as teacher of Latin, English, and history, and baseball coach and served a 14-year tenure during which time he was named Director of Studies, Dean of Students and Assistant Head.
Split into simpler sentences: He joined the Mooreland Hill faculty in 1986 as teacher of Latin, English, and history, and baseball coach. During his 14-year tenure he was named Director of Studies, Dean of Students, and Assistant Head.