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Aight, I'm gonna try a different strat here, since nothing I was doing was helping me to advance further.
I'm gonna pick Grassy Fields and Forest instead of Metropolis and Dojo. While it does look contraproductive to embark on a route where everything hits for super effective damage, the latter route always sends me into a fight with a gym leader with a Lucario and/or a mon with Bullet Punch, completely walling me.
I'm also savescumming by rerolling rewards often to try to find the Tera Orb, because I'm gonna get bodied pretty badly by some later fights if I can't get it before floor 95. I'm not savescumming fights, so if I die, I die.
Man, this run is really proving to be a challenge.