August 10, 1907 - Alvin 'Creepy' Karpis

Among the last of the Depression-era public enemies, Karpis built a criminal career that spanned kidnapping, bank robbery, and mail theft at a scale that drew sustained federal attention and eventually made him J. Edgar Hoover's personal priority. He held the designation of "Public Enemy No. 1" longer than any other figure of that period, and his 1936 capture — claimed personally by Hoover — marked a symbolic close to the gangster era. He served over 25 years in Alcatraz, longer than any other inmate.

From Wikipedia

Alvin Francis Karpis (born Albin Francis Karpavičius; August 10, 1907 – August 26, 1979) was a Canadian–American criminal of Lithuanian descent known for being a leader of the Barker–Karpis Gang in the 1930s. Nicknamed "Creepy" for his sinister smile and called "Ray" by his gang members, Karpis led the gang along with Fred Barker and Arthur "Doc" Barker.