Robinhood has changed their app several times based on users finding various bugs and workarounds that affected the trades they can place.

Another famous case is user "1ronyman" who opened up a massive options spread that had a potential loss of $500k which was 50x bigger than his account [1]. Proper risk calculations would never let him make the trade in the first place but Robinhood did and likely had to take the loss.

It shows the dangers of playing fast and loose as a "tech company" in heavily regulated and complex environments like fintech.

1. https://www.reddit.com/r/explainlikeimfive/comments/ah578l/e...