During the early years of Prohibition, the police force came under fire for widespread corruption and its ineffectiveness in the enforcement of the Volstead Act and the rising violence from the "Bootleg Wars".
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His popularity and pro-union views had a negative impact on his career however, most especially his criticism of the policies of the Mitchel administration, resulting in his being passed over for promotion to police captain three times "for the good of the service".
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In 1933, Enright was employed by the federal government during the Great Depression to set up an enforcement division for the National Recovery Administration.
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