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Anabel could be the strongest, but
She's a frontier brain and got 3 Pokemon, Winona got 6.
Her level is between 53/60. Anabel is hard to deduce but the main point is that she only got 3 Pokemon.
I also see speed, effectiveness, legend, etc. But the result is hard to calculate..
Fun Fact : Juan is the 2nd strongest gym leader of all time after Blue level-wise.
He isn't useless as someone think. He isn't Wallace mentor for nothing. He could literally destroy Wallace in a Champion match easy. Also defeat some champ if he wanted
Give him respect for that.