Done for the day finished painting and writing aspirations started baron and am on tier 3 of it. Making 6k+ a day from all the books he wrote. Has creative visionary and the mercantile? (sell crafted items for more). I don't use Needs modifying rewards makes it to easy (probably would if I did normal lifespan but I use long, I like developing my sims and not feeling rushed).
I used the S3 EP crystal lamps 1 inspiration, 1 Focus (not used as of yet), 1 Playful (unused due to bubble baths *^^*) and one Confident (unused due to buff from making excellent/masterpiece paintings regularly with perfectionist trait). These lamps may need to be a restricted item for your challenge seeing as how I seem to be so far ahead. Not sure if they are the reason or because I'm not worrying about the point system.
There was a Baron aspiration issue I noticed involving the own 15 paintings. I had 8 on my walls but only 4 registered, all were different, all excellent and painted by my sim however each new painting I made counted. Odd.
Here is his Mansion Baron house. Worth over 100k. I'll start working on the 3rd and 4th set of goals when I resume tomorrow probably finish it up.
i231.photobucket.com/albums/ee197/Daemongrin/10-10-14_7-44nbspPM.png
i231.photobucket.com/albums/ee197/Daemongrin/10-10-14_7-44nbspPM-2.png
EDIT: Also have Savant reward trait