I would also include anything that was initially a flop on its original release but then found a following later such as movies like Momento. This still counts as commercial failure for the sake of this question.

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[–] 14 points 1 week ago* (last edited 1 week ago)

Donnie Darko. It perfectly fits your second criterion. It was an abysmal flop in theaters, mostly because its ads got pulled because it featured

spoilersa jet engine crashing into a house just 6 weeks after 9/11.

It had a budget of $4.5 million and only made $500k in theaters. But it later exploded on DVD and made $10 million.

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