Complex sentence: Although he had performed on stage in high school, Cosby remained a private figure, aspiring to become a special education teacher, having served an internship in special education at a school on Manhattan's West Side.
Split into simpler sentences: Although he had performed on stage in high school, Cosby remained a private figure. Cosby aspired to become a special education teacher, having served an internship in special education at a school on Manhattan's West Side.