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Oh which gen did you run through with your grass run? I tried gen 2 with just bug once and that was brutal. There is always that one gym that always seems to give monotypes trouble in a run (mine was Jasmine).

what did you end up augmenting your grass friends with?

Gen IX... like I said, I'm really bad at strategy, even with terastallizing . I'm legit impressed that you even got  to Jasmine in Gen 2 with just Bugs, especially given the first gym. That Whitney fight must've been just awful (Heracross helps, I guess?)

I ended up spicing up my Grass guys with Fairy-types - similar vibe, and having a Klefki around to no-sell the Poison offense ended up being really helpful.