File:IrvingShapiro.jpg

Summary
This is a mugshot of New York mobster, Irving Shapiro. Obtained image from http://www.findagrave.com/photos250/photos/2005/306/19631_113100583687.jpg. Photo originally appeared in Gangster City: The History of the New York Underworld by Patrick Downey

Fair use Rationale
I believe the photo, which as a booking photo is considered to be in the public domain by US copyright law and is courtesy of the New York Police department, falls under fair use as an historically significant photo of a famous individual and used for informational purposes.