For my challenge, I've decided to do a "practice run through" before I actually get to the main challenge. So basically I'm running through it with my teen as I would normally and whose name I have finally revealed, then I'll restart the challenge with a fresh copy of my teen and his guardian because I realized I had already messed up even before my first chapter. My guardian left the lot and went to the festival, picking flowers and selling them after draining their remaining funds on buying festival food. The new game file would not let me start them on a blank lot so I had to buy them a cheap starter house (which kind of felt like cheating) so I'd already failed it like twice.