Perhaps, guide all available Sims, through the "Master Painter" aspiration, or whatever is is called. Masterpieces seem to get pretty good money. ASAP, get them the Marketable trait. Maybe, get the "Paint Masterpieces" trait. Often it seems that painting from reference will get you a Masterpiece. For me, at least, it seems to happen more often & at lower skill levels. Mileage may vary. Crafting instruments seems to pay well, too. If you add another Sim, get the $20,000 dollars, you should have enough to buy an easel, build up the paint skill & eat for a while. In this way, the new member may be able to pay for him/herself, eventually.
Just a thought.