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Always remember to spend time with your preferred villager. So if you choose let's say, Leo, be sure to hang out with him on days he is available. Some routes will be locked IF you don't choose the proper responses. 

A tip:
You should be able to hang out with your preferred villager at least 3 times from days 4-7. Any less than that will guarantee you a bad ending.

Good Luck Scriviner!

Oh, I think my issue was trying to evenly do everyone at the start.