Finished!! Took me 10 weeks and 2 days in sim time, but only 5 days IRL!
Aspirations: Bestselling Author (all), Musical Genius (3 tiers), Painter Extraordinaire (2 tiers), Master Chef (1 tier), Master Mixologist (1 tier), Fabulously Wealthy (all), Mansion Baron (all), Computer Whiz (2 tiers), Nerd Brain (1 tier), Renaissance Sim (1 tier) and Freelance Botanist (3 tiers).
Maxed Skills: Writing, Cooking, Gourmet Cooking, Programming, Comedy, Violin, Mixology, Painting, Gardening, and Handiness.
I ended up with 259 points overall!!

My sim, Kira

The $350,000 house I built! I built everything in the last couple days before I finished the challenge, locking Kira in the 8x8 area and temporarily putting everything she needed in the area (I built the entire house in week 10, thinking I was finishing the challenge but then found I still needed more than $50,000! :\ )

Backyard
Thanks for coming up with such a fun challenge! I had a blast!