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I just seasoned a cast iron waffle maker. It now has a black residue that is flakey in the thinner spots and somewhat sticky where it is thicker. Should I just bake it longer, start over again, or something else?

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You might consider removing all that seasoning with oven cleaner and starting over to get a thin, even coating. Thick, gummy seasoning is not going to perform properly.

These are the best instructions for cast iron seasoning I know, using multiple very thin layers of flax seed oil:

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