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Traditional artwork!! Some tips for your next jam if you keep using traditional artwork methods (colored pencils and stuff on paper). Try drawing things on different layer like making the clouds  on something else and the trees on another layer. That way, you can add animations and other elements to help create a more lively game. 

For your gameplay, this was a really cute idea. I think tweaking the dirt roads and giving the player a little bit of money to start with could help because I was only ever able to climb the smaller peak and the items I needed the most were too expensive to buy. Could be a really fun game though with some tweaks since its already enjoyable!