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I will attempt one chain of battles per day and post my results.
>day 1: 1 win
I'm using a Wigglytuff deck again this time (because that's my favorite Pokemon), but this time my deck is actually pretty decent. I'm feeling confident I can make it before day 7 this time. I lost my second game, but it was a close game where I lost to a single coinflip. For now, the next goal is to get the 2 win medal.