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Day 4, Day 5 and probably Day 6 since this happens during Pinkie stealing our money. I'll need to play through the game again to get the correct math and total money by the time of Day 21 in case of more money errors. Speaking of bug reports and since this game has gotten a decent size fanbase, ever considered opening a Discord? That way we can report these easier.

Ok so I went through the whole game again and found out the money issue is only when Pinkie steals our money. The total money we should be getting at Day 21 is 885 instead of 920, because Pinkie stole a total of 35 Gold during Days 4, 5 and 6.