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Doing my 2nd Red/Blue trio run, where I can only use 3 pokemon lines following the Dex number.
Now it's the Caterpie/Weedle/Pidgey trio and their evolutions. I wasn't sure I could beat the first rival battle with a Caterpie against his Charmander (I put Caterpie in the Bulbasaur spot so he could pick the advantage starter), but I only had to restart the game twice before I beat him thanks to the awful AI and one lucky crit. Leveling up enough to make it through Route 1 of all places without fainting or running from battles was a pain.
Also the 1st rule in the pic is supposed to be the permadeath one.