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Considering that Kagura is against Jellal and Erza supports him, they will clash. Difference of opinions always clash at some point.
And no, Fairy Tail has high chances of winning the tournament if they keep it up at the same pace. Besides it is shounen and main chara always get what they want in the end. Though who knows, maybe Mashima will surprise us.
I liked how anime managed to bring filler arc into the conversation without making it look out of place.
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