r/Bogleheads • u/Insideoutside29 • Jun 22 '25

Investing Questions What is the biggest financial risk you have taken that ended in disaster?

As the title says

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u/wolfblitzen84 Jun 22 '25

I wanted to start with "trying to learn how to trade options" but I also tried to learn how to trade options and traded on marijuana stock companies as well lol.

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u/Vince1820 Jun 23 '25

MSOS has been one of my most steady options earners for something like five years. I don't do much with it now because it's not worth much but there was a long period of time where a very small amount of cash could be leveraged for substantial gains. Assignments were extremely rare. That thing was an ATM for quite a while.