Rags to Riches Challenge: Self-Employment?

The rules say your sim cannot be employed. You can use any skill to make money, you just can't be employed doing it - I would imagine this would include registering as self-employed as it gets you a stipend in addition to whatever money you make via painting, fishing, etc. It isn't that much, tho so... just keep canceling out those wishes.

There aren't a whole lot of rules to this challenge... lol