Complex sentence: Initially, he worked in positions of traditional labor, but he obtained the early skills of an entertainer while dancing in the street for nickles and dimes and his experiences led to a job performing a Juba Dance in a traveling medicine show.
Split into simpler sentences: Initially, he worked in positions of traditional labor, but he obtained the early skills of an entertainer while dancing in the street for nickles and dimes. His experiences led to a job performing a Juba Dance in a traveling medicine show.