Casino

The saddest? A two way tie.

A kid in his early 20's gains access to a trust fund his grandparents set up for him. Six hours into my shift his mother is behind him begging him to come home before he wastes everything at the table, tears and all. He calls security over to remove her from the area for harassing him. Sadly, he is technically correct, and security escorts the mother from the area. Congrats kid, you lost your future and your parent in one night at the tables.

Second was a 30 something female playing way above her head. No strategy, no quit. Wouldn't take advice from me because “you work for the house”. She loses about 2-3,000, and goes straight to the ATM. Foxwoods ATMs charge $4 for every transaction, up to $400 per. She has $2,000. Ten minutes later, she's in tears telling everyone she just gambled away the mortgage, and her husband is going to leave her. She leaves less than an hour before my shift ends. On my way home traffic is unusually heavy (5am mind you) and I see why. Distraught, she was walking along route 2 and decided to step in front of a bus. I found out it was her the next day.