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You're totally right with the whole thing about how the developer of the game has an easier time playing than the player since they have more experience with the game, which is why often you gotta view the game from the perspective of someone who doesn't know what they're doing (or get playtesters, but then again this is a game jam so totally understandable) 

I do try to complete every game I play (unless it doesn't have an ending or it is really truly possible) even if I have a whole bunch of games to go through.

And I do suppose I was saying the game was hard in more so an entertaining way, but it is still a good idea (mainly for game jams) to make easy to play games as players won't spend too much time on the game