In 1987, Steve Rothstein purchased…

In 1987, Steve Rothstein purchased an AAirpass ticket for $233,509. During the 10 years Rothstein owned the pass, he flew more than 10 million miles, earned over 40 million frequent flier miles (all of which he gave away) and made more than 500 trips to England, costing the company $21 million. It was only revoked because he was approaching other random people at the airport and offering them his companion flight (which he paid $150,000 for).