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1.) I first ran into the boxes because I thought they were the sprite itself, but yes, they're a good indicator. With more complex sprites and backgrounds, I think it'll be clearer.

2.) I would! I think it's fun figuring out who wants what and where to find each object to trade up. Maybe change the conditional dialogue so that he doesn't ask for a shramp every time because that starts getting a little repetitive, but I think you have a really fun game so far. :D

For question 1, the two blocks at the bottom of the screen are an okay indicator of going to the next level, but you might want to make those blocks a different color so that the player can tell that that is where you have to go to get to the next level.

For question 2, the game layout is kind of confusing, as it is just a bunch of shapes thrown together, with no real indication of what to do (I am not able to interact with any of the shapes, since I don't know what button to press for what), and it only takes up a small fraction of the screen space. Yes, continuous collecting/strategic trading would be a fun concept for a game, as it would be engaging to the player.