Complex sentence: Born in New York in 1891 Nathan Kaplan began commiting petty theft at an early age becoming known for the "drop swindel" and later as a member of the Five Points Gang before being arrested in 1911 for robbery and sentenced to seven years in prison.
Split into simpler sentences: Born in New York in 1891, Kaplan began committing petty theft at an early age, becoming known for the "drop swindle". He later joined the Five Points Gang before being arrested in 1911 for robbery and sentenced to seven years in prison.