GALLERY, News, The List

Shermain Miles has been a nuisance in Chicago for over 35 years, where she has been arrested a whopping 396 times for a variety of offenses. After serving time for chasing and allegedly pulling a knife on Alderman James Cappleman, the 52-year-old Miles claims she’s ready to change.

News, PHOTO OPS, The List, The Struggle Files

It’s important to find the silver lining in any situation. In the case of Shermain Miles, a Chicago woman who has been arrested over 390 times since 1978, it’s earned her a special place in police history.