I haven't read the manga, so Ikki always winning might be considered a spoiler, or some would say, bad writing. However, if you consider the rules and premise of the story, Ikki cannot lose. He is not allowed to lose any official matches, or his team gets disbanded, and the story has to reset to the beginning.
With this premise, at least the current OVA deviated a little from the "always winning" formula with a tie, at least. So the mangaka did the best he did with what restrictions he was given.
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