Made it. :-)
Started with a pair of young adult sims with the Fabulously Weathy aspiration for the bonus trait and good/likes outdoors/foodie traits for the buffs. Changed them to the Soulmate aspiration once they were in the game.
Got them paired up and married within the first day or so, sold the date rewards and bought the Connections trait on both. Changed them to Bestselling Authors, applied for every job on each leaving Author until last so that they continued in the Author career.
Wrote lots of books. Bought supporting traits as points became available. Changed their aspiration between Cooking/Fortune/Collecting periodically for additional points. Started working on Painter aspiration too when they'd completed the Author one.
Invested in the expensive beds for reduced sleep time.
When they became adults, they were already about 40% of the way to Rosebud, and had both completed Fabulously Wealthy. Got them both the fertility trait, and had a set of twins followed by a set of triplets. The babies were aged to teen immediately, then worked on getting enough points for their Connections trait before aging them up to adults. The twins went to school once, but the triplets never did - wrote excuse notes & took vacation days for them instead.
Two of the children became Painters. Two started working towards the gaming career (but never got that far - the challenge ended before they got the career branch choice promotion). One became another author. All 5 applied for all careers, with their intended career being applied for last. Some of the excess 2/3/4 career items got sold, but every inspiration or focus generating object was kept and used.
The challenge ended with the initial 2 sims still having 6 days remaining before they aged into elders...
I tried to attach screenshots, but I'm apparently not allowed to post images or links in the forum yet.
