You have a great beginning there @PenguinFoop. I've not tried that scenario with a teen yet. I've played it twice so far, but with Young adult or adult sims.
I played once with a Kleptomaniac sim. She slowly got more and more expensive items. I cheated heavily in this game because I got bored. I wish I had thought to have her garden! I moved a couple of other sims into the lot but they stayed and got jobs. One big moneymaker was robbing vaults. I put a bank vault (I think they come with City Living) in the Goth house, the Landgraab house, and Don Lothario's house. I filled them with money and sent my sim to liberate funds a bunch of times, while also skilling her and her roommates up. She made a lot of the furniture for their house.
The second time was using a group of 6 sims. I stranded them on a lot in Sulani and pretended they had been shipwrecked. I gave all of them one outfit and gave them the simple living lot trait. they could only eat what they found or caught. I started with the Plant Sim scenario, Judith Ward looks good green. She had a good garden so once I won that I started the Millionaire scenario. Once you have money trees there is no stopping you! Initially I started them out with a couple of pee bushes and some of the towels they can sun themselves on for napping. As they got money I would buy them a boulder to sit or nap on and they were much happier once I gave them some tents. They never did have a proper house, instead I gave them a couple of rooms for toilets and bath/showers, with a roof over a kitchen area. Then I built a square, wall-less area for their beds and clothesline - of course I was mean enough to make them do laundry, with the washtub! Poor Bob Pancakes got obsessed with swimming and wound up drowning in the ocean, but everyone else survived. Judith even still had paparazzi dropping by taking pictures.
