My biggest tip is to have someone in the Writing Career. I was able to advance easily in terms of wealth because the mother was writing books all of the time and so started raking in big simoleons.
Whether you think you can complete it or not, this challenge is definitely one worth trying out. There are different rules for different versions but I play the basic: No cheats, make 100 babies. Some up the challenge by having one baby per man but I'm too picky about who my sims have children with. There are many versions out there on the internet, pick and choose the one for you and give it a go! It gives an opportunity for decoration many different children's rooms and playing with different types of Sims.
I put my challenge on hiatus for the time being but so far I have these little beauties:
1.Armin
Oakleafe, Male, Light brown hair 2.Belle
Oakleafe, Female, Deep brown hair 3.Charlie
Oakleafe, Male, Black hair 4.Dean
Oakleafe, Male, Black hair 5.Emi
Oakleafe, Female, Light brown hair 6.Ema
Oakleafe, Female, Light brown hair 7.Finny
Oakleafe, Male, Black hair 8.Grady
Oakleafe, Male, Light brown hair 9.George
Oakleafe, Male, Light brown hair 10. Holly Oakleafe, Female 11.Harpe Oakleafe, Female 12. Harmony Oakleafe, Female
Meteorites can destory your possessions and kill your Sims but there IS a benefit to theme. Meteorite scrap and rock is worth money, a lot of money. Large meteorite rocks can give you a few thousand dollars and the smaller ones can give you a few hundred.
Next time you see that 'oh no, the sky has become dark' notice you're either going to get killed or lucky!
Now the Writing Career is one of my favorites. If your Sims has the right Traits to be a writer then money will eventually come pouring in. And when you have quite a lot of books out there you don't have to worry about constantly writing as the royalties will just keep on coming in.
So in order to start writing books you don't need to join a career path, you can register as a self-employed writer though. First you'll need to start by 'Practice Writing' at the computer. After you start from here you'll get the option to 'Refine Writing' on the computer. The further along you are in the Writing Skill the larger the royalties, the more likely your books will be a hit and the more options of genres you have to compose.
I recommend starting to compose books after you've gained two or three skill levels. You don't need to worry about refining your Writing Skill after you start writing as, like most other Skills, it levels up as you use it.
Note: if you click on the Skill tab and go into the Skill window you can see what genres of books are giving the most royalties at the time.
There are also Lifetime Rewards that can help your Writing career. Example: Acclaimed Author.