Congrats all, especially Rebelangel.
Don't do what I did ... it was mostly unsuccessful
I moved into a prebuilt home in Oasis Springs, a home with three bedrooms and a very small backyard. I got mansion baron early on ... and let's just say every space I could got given windows and columns. Columns which made hanging pictures up difficult.
In practice runs, I found 8 sims too hard to control, so I started with only 4 sims - mistake there.
I also tried to think "how would Jean Luc Picard answer these questions and tried to answer accordingly. - mistake there.
Jean Luc completed the leader of the pack Aspiration AND was given the astronaut career by story mode - and yeah, I was more on about the "Jean Luc is an astronaut" coolness factor. - he completed his on Wednesday of week 1.
After Jean-Luc moved out, I decided to send Beverly to him for them to have a baby. A housemate of his kind of set fire to the stove, and I clicked on Beverly and tried to get her to run far away. The sim who tried to do cooking died in the fire. And Beverly had a child with Jean-Luc - Jack Crusher. (that added nothing to the challenge effort, and was just a "nerdy Star Trek" thing. and yes - mistake there.
William Riker rolled best selling author and completed it Wednesday of week 2. I really struggled with his royalties part of level 4. He was rolled as a angler and I kept him in it. He also picked up a burnout at work one day. So I tried various things for him to get through it, including gardening, chess, fitness, sleeping, reading, everything but writing, nothing worked. But he then got a Brain Block. I eventually had him play games on the computer and that ended up getting him through it.
Deanna Troi rolled painter extraordinaire. She completed it by Saturday week 1, but I kept her for a bit longer for her to do more artwork for the family basement (it was the only way I could think to meet the latter requirements of Baron(ess) Mansion, specifically the house value requirements.
Beverly Crusher rolled Baron(ess) Mansion. I got the artwork quickly (there are paw prints for $1 each under children's stuff and 15 of those satisfy the artwork requirement). Beverly's house value ended up getting to beyond $200,000, but try as I might, I couldn't get anywhere near 300,000 let alone 350,000, even though a couple of sims brought in over 100,000 simeloens between them.
Jean-Luc was replaced by Data Soong. He wanted to be a renaissance sim. So I sent the family to a library for him to read and play chess. - Another mistake.
Deanna was replaced by Geordie La Forge, who got Computer Whiz. He also brought in a lot of money, which got the family a wishing well.
Data and Geordie tried the wishing well with various levels of success. Data got fired from his 2nd job (he got to level 2) - while Geordie was told he'd be promoted at the end of his next shift. Later on Data got an automatic promotion, and then a promotion at the end of shift. Sending them to the well to make a donation, then return to make a wish put the actions in the opposite order, so after Data did his, I did them one at a time. - lesson I learnt.
When Will Riker moved out, I brought in Worf (curator), Katherine Pulaski (Friend of the world), Q (fabulously wealthy) and Guinan (Master Chef). I got Guinan and Worf through their first promotions (I find buying seed packets and opening them completes first level curator) and built an extra basement level downstiars. Katherine didn't achieve a thing, while Q completed the household funds task in 1st level of his aspiration.
The kid of Jean Luc and Beverly aged up to infant, and I just left him to his own devices, Beverly cared for his basic needs, and gave him a bubble bath, but apart from that, he was just left in his bed or on the infant play mat thing and looked at toys/played with toys.
I also had a club going non-stop - it was called NCC-1701 D and Will Riker's books, lets just say they were all pretty much Star Trek related, including "There Are Four Night Lights", "Never Eat Your Pet Tribble", "The Starship had Three Nacelles - An Unbalanced Adventure", a trio of Plays "The NEs Take the Bridge, "The NEs Break the Bridge" and "The NEs Forsake the Bridge. He also wrote an informative non-fiction book "Rascals, Doubles and Other Transporter Problems- A cautionary tale for new recruits" and a biography "I am Me and You are Too" about his evil twin, Thomas Riker.
I didn't do well score wise, but I had a lot of fun doing it, which is just as important.