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Hmm. That's a cool question really.
We have all had failures and some of mine have been spectacular failures!
One of mine was this old combat simulator we were working on for the Tandy Color Computer in BASIC. The first big run a black dragon attacked my ninja, basically pulping him in the first attack and then spending the next 400 hp of damage in attacks on my poor dead ninja!
It was quite amusing to watch.
Another great failure was the first magic system of Ghosts of Albion. I had been challenged with improving on the already great magic system from the Buffy game. Version 1.0 was not it. Version 1.0 had some additional rolls and other effects but it was all noise. More to the point in the playing these extra fiddly bits slowed down play to a breaking point.
My playtesters were gleeful. But, I did tell them to break it, and they did.
I went home with the tattered bits of my game and my pride and sat in front of my monitor, clueless about what to do next. When it hit me it was like lightning! I trimmed it down and made it faster. And now the magic system is the jewel in the crown of Ghosts!