View images of the early years of the presidency of Theodore (Teddy) Roosevelt (1858-1919). He entered politics early in life, first as a member of the New York State Assembly before becoming police commissioner of NYC, Assistant Secretary of the Navy, Governor of NYC, and Vice President alongside President William McKinley. McKinley was assassinated six months into his term in 1901, making Teddy the youngest president in American history at the age of 42. He would serve as the 26th president from 1901-1909. One of his earliest victories was settling a labor dispute for the coal mining industry.