Nice! ^^
I wouldn't try to max the Writer Career. Have you read Pam's Dreamweaver Dynasty?
She tried it with Gen. 8, and ended up having to switch to Journalism really last in Forest's life.
Oh yeah, Journalism it is then!
Just a question, who's going to sculpt everyone? Or is no one getting sculpted? 
George and Shannon have the Savvy Sculptor Trait...

George is going for all the Art Works and Shannon is doing Sculpting for fun or to take pressure off George. Joss will also do them all for George. I don't have a Supermax Sculptor so it's open for all.
George is quite a handsome sim.
I found, after the Writing challenge this year, the writing is actually really easy to finish - you just have to be aware of how close you are and how far your can push your sim 
George says thank you. Also Challenges are done on Long Life Span and Dynasty is on Normal. Jerry Character has been a writer all his life and is still at Level 6.
Updated the Immortal Details at the First Post. Need one more trait for George. Yes I know, hopeless!