I have tried so many and failed the official ones cause I end up cheating. I have kinda done my own take on rags to riches I'm working out on. I broke the initial rules by buying a sleeping bag and bush for my sim to sleep and use the bathroom in on her home lot cause I couldn't get her to just pass out in a public space. Plus Im kinda building her house as we go. I am trying every means of making money, the only rule I am following is all money making has to be done without getting an offical job or career. She has done a few odd jobs but so far has about 20K in savings and a small house just from collecting, fishing, photography, and gardening. She also knits and lists on plopsy, if it does sell she sells from the inventory. I also use the street sale table to sell her conserves she makes. Pretty interesting so far and a way to build collections.