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I will update the description/read comments.

Essentially, this question is: Will Luffy lose vs the Gorosei?

Yes = Luffy gets captured, ko'd, or gasses out while fighting Gorosei

Getting knocked out includes simply gassing out from Gear 5 time limit, it does not have to be a significant hit from the Gorosei like Kaido vs Luffy round 1 in Kuri.

If he gasses out and gets back up within the same chapter then I won't count it.

Ends when Luffy leaves Egghead or when the Elders leave Egghead.