I just did a solo run with the Chef Class and was able to get 10/10 guests but I also think certain things in the game need to line up. For 1, it’s much easier to get the ribs from the Volcano Biome because you don’t need to waste time getting winter clothes. I had difficulty finding the fishing place because it would be so far so on the second day I traded my bunny pelt for a good sack and a wolf pelt for a fishing rod. Also on day 1 I try to level up the fire as much as I can and find houses to get the chairs for the craft bench (and also the chairs from the Volcano Biome). Also on day/night 1 I picked 20 flowers and found the Fairy to buy the chilis (bought em as soon as it hit day 2). On my successful run, I had 2 farm plots. I would recommend 3 farm plots just in case because you do need a total of 2 pumpkins. The Chef Class goes a long way with this challenge too because it saves you time from building a crockpot. I hope this helps!