I started with the Painters Aspiration, and I will admit I started over after the patch I didn't want anything to happen to the aspirations and glitching requirements. I didn't realize they changed the 3rd level on the painting to admiring painting at the museum :( I also started her out writing so that she had a number of books ready to publish when her aspiration asked for them. She had 7 written by the time she reached that requirement. I had the first 3 levels finished in week 4, but it took 2+ weeks to get enough money earned to complete the 4th level. I began working on gardening and handiness in the first week too and kind of rotated what she did throughout the day to work on each skill a bit. When she completed her writing aspiration she was still only level 9 in painting so we began painting more and just having the royalties from the published books everyday they were around 6K a day. When they dropped to 3,500 a day I started writing again, but paintings and the crafted items were bringing in more money in a shorter amount of time so we focused on that. Once her gardening aspiration reached level 4 and she needed a cowplant, I decided to work on the knowledge ones. I figured flying to space was against the challenge so the next one was Fabulously wealthy. She had already earned what she needed for the first 3 levels, but it took another week to earn the last one. The crafted items from the woodworking bench didn't count towards that goal. Finally we had 250K to spend on the house and completed the first 3 of the Manson Baron in week 8. It took the next week to earn the 150K she needed to have her home worth 350K. I chose to sell every painting she painted rather than keep them, they didn't count towards the house value but made the bills impossibly high! She painted 6 masterpieces that were between 7K and 15K in the last week, along with the bath tubs that sold for 1200 to 5K each, book royalties of 4K+ a day and the grapes. I got rid of all the plants but the grapes, they may take longer to grow, but they were worth a lot more.