Biggest amount of money you've lost and the reason why it happened

It was back in 2012. I lost millions! Some shady guy told me "get these imaginary coins and you'll be rich." I laughed. The coins were Bitcoins as you youngsters call them. I always trust shady strangers who sell virtual goods online since then.
 
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I gave a $2000 debt to someone I considered a friend of mine. He used that money for drugs. Currently, he is completely broke and abandoned by friends and his wife who took his kids with her. I know he is in the worst shit one man can ever be in life and doesn't have even $20 to return his debt so I don't even bother to ask.

Maybe, I lost more money by taking business risks and stuff, but that $2k was the most worthless loss ever.
 
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Not the biggest loss, but definitely the dumbest was betting 5k on the Knicks a couple of years ago. :anyway:
 
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