May 2, 1908 - Baby Face Nelson
Among the criminals swept up in the Depression-era bank robbing wave, he stands out for one particular distinction: no other individual has killed more FBI agents. Running alongside Dillinger and earning the designation "Public Enemy Number One," his career was short and ended in a suburban shootout in which he was fatally wounded — but not before taking two agents with him in the same engagement.
From Wikipedia
Lester Joseph Gillis (December 6, 1908 – November 27, 1934), also known as George Nelson and Baby Face Nelson, was an American bank robber who became a criminal partner of John Dillinger when he helped Dillinger escape from prison in Crown Point, Indiana. Later, the Federal Bureau of Investigation (FBI) announced that Nelson and the remaining gang of bank robbers were collectively "Public Enemy Number One".
The "Baby Face Nelson" nickname derived from Gillis being a short man with a youthful appearance; however, in the professional realm, Gillis's fellow criminals addressed him as "Jimmy". A violent bank robber, Lester Joseph Gillis has killed more agents of the FBI than any other criminal. FBI agents fatally wounded Baby Face Nelson in The Battle of Barrington (27 November 1934), fought in a suburb of Chicago.
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