While Jane Waters was working in a Chicago auto agency in 1952, an elderly man walked in with a “package for the boss.” He said that $6.75 (approximately $65.00 today) was due, which she gladly paid. It turns out that the package contained an old oil can that was filled with water. Her boss refused to reimburse her for the costly mistake. 

Fast forward to November 17, 1955. Ms. Waters was now employed at the Sugar–McMahon Ford Dealership at 4868 N. Milwaukee Avenue in Chicago. Once again, a man walked into the dealership with “a package for the boss.” This time he said that $6.00 was due. 

Ms. Waters was not about to be fooled again. She politely asked the man to wait as she stepped into the dealership’s office and telephoned the police.

As officers arrested the phony deliveryman, identified as Oscar Tilden, he stated, “Almost four million people in Chicago and I bump into her again.”

1951 Ford Ranch Wagon. Image from Flickr.