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Just started this game and the card gameplay is super fun. I managed to beat Tom in the forest but his friend was difficult as he stopped me from re-shuffeling my deck, is it possible to beat him this early on in the game? I really want to give it a go. 

Keep up the amazing work.

It is possible with a few highly specific decks/strategies and a whole lot of luck.

That being said, he basically put there to lead to the eventual scripted loss, so managing to defeat him is more like an easter egg of sorts with a few extra tidbits here and there.