On Week 3, Day 2 now. Beating that optional Woolly boss on Hard was super annoying, especially since my healing pin decided it never wanted to activate. I eventually won by having Beat do nothing but repeatedly jump to avoid its attacks, while attacking with ranged pins and sidestepping the footprints. Augh, but at least the pin it dropped looks pretty good (and thankfully it doesn't evolve, meaning no fighting it multiple times).
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http://i50.tinypic.com/23qx00.jpg
"First time I got punched in the face, I was like "oh no", then I was like "this is a story"."